Explorez tous les épisodes du podcast ADHD-ish™
| Titre | Date | Durée | |
|---|---|---|---|
| What Really Happens When Your Product Goes Viral | 01 Sep 2026 | 00:52:41 | |
What happens when explosive success turns your ADHD business strategy upside down? Dani Donovan returns to reveal the hidden reality of scaling a tool for neurodivergent communities and keeping up with sudden demand. For every ADHD entrepreneur, founder, or business owner with ADHD navigating rapid growth, delegation struggles, and high cognitive load, this conversation offers actionable clarity. Discover practical insights on ADHD business operations, accountability, and real-time decision-making when your business evolves faster than expected. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - How Viral Products Create Explosive Demand 06:00 - ADHD Product-Market Fit and Underserved Audiences 12:00 - Building and Launching a Viral Product 19:00 - Content Marketing, TikTok Virality and Storytelling 26:00 - Scaling Too Fast and Business Operations 33:00 - Perfectionism, Burnout and Entrepreneurial Growth 40:00 - Email Lists, Algorithms and Sustainable Business Growth 47:00 - Entrepreneurship, Autonomy and What Comes Next 3 Key Takeaways:
About today’s guest, Dani Donovan: Dani Donovan is an award-winning designer and creator of the viral hit product, "The Anti-Planner: How to Get Sh*t Done When You Don't Feel Like It." Known for her relatable ADHD comics, tweets, and TikToks, she's been helping shape the online neurodiversity community since 2018, and her work has helped thousands of people seek an ADHD diagnosis and treatment. Connect with Dani: Website - Instagram - TikTok - X Dani's viral tweet: "Finding out you have ADHD as an adult feels like being told you suck at Mario Kart your entire life and then finding out your game generates 40 times more banana peels than it's supposed to" About the Anti-Planner: Tapping into her own frustrations and the lived experiences of ADHD peers, Dani Donovan spent over 3,000 hours creating The Anti-Planner, calling it a “productivity spellbook.” It is a lovingly designed, non-linear, highly personalized compendium of over 100 strategies for overcoming procrastination and building emotional resistance. Dani obsessed over every detail: the comforting size, playful illustrations, durable faux-leather binding, gold foil, thick paper, pen loop, and rounded corners. It is gorgeous, practical, and nothing like all the planners you’ve bought and abandoned two weeks later. Buy your copy of the Original Anti-Planner here. (Dani also has a Clean version if you are not so sweary…) P.S. If you missed my previous interview with Dani Donovan episode (and The Anti-Planner’s original “theft” story!), it’s a must-listen! Ep #318_ Somebody Stole My Sh*t: Copycats, Counterfeiters and How to Protect What You’ve Built Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct and strategic, with a dash of humor, and filled with the insights of someone who lives and breathes the neurodivergent experience. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish™ Method and host of the top-rated ADHD-ish™ podcast. Want to grow your business AND survive your own success while doing so? Book a free consultation with me and let’s talk about how I can help. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Redesigning Your Business With ADHD in Mind | 25 Aug 2026 | 00:38:22 | |
In this episode of the ADHD-ish™ Podcast, host Diann Wingert sits down with client Kim Van Lue, an executive development coach, to discuss relaunching a business with intention. Many neurodivergent leaders struggle with generalist burnout and unstructured workflows. Kim shares how aligning with an effective ADHD business strategy and building sustainable entrepreneur accountability systems allowed her to transition from a generalist to a focused specialist. By honoring her natural energy rhythms and leveraging tailored ADHD business coaching, she created a thriving, multi-six-figure business model. Discover how custom ADHD business operations can bring lasting clarity, efficiency, and sustainable success to your venture. EPISODE HIGHLIGHTS & TIMESTAMPS: [00:00] Intro & Kim's Background: Executive Development Work [09:55] The Swiss Army Knife Problem: Why Generalists Can't Charge Premium Prices (The Niche Conversation) [11:15] Four Tendencies Obliger Wiring: Building Accountability Systems That Actually Work [16:05] Planned Pauses & Pivots: Restructuring Your Business Around Energetic Patterns (The 5th Pillar of the ADHD-ish Method) [20:25] The 10-Year Planning Conversation That Changed Everything [26:10] Moving Forward: Book, Speaking, Leadership Programs (Taking Steps Now) [30:45] Advice for Listeners Standing Where Kim Was THREE KEY TAKEAWAYS: 1. Niche Down, Even When It Feels Wrong: Kim went from offering many services to three core offers. It felt like leaving money on the table. Instead, it freed her to charge premium prices, attract better clients, and build a recognizable brand. 2. Accept Your Wiring, Don't Fight It: As an Obliger with ADHD traits and justice sensitivity, Kim needs external accountability and clear boundaries. She stopped wrestling with who she isn't and built systems for who she actually is. 3. Structure Your Business Around Energy Patterns, Not Just Targets Kim's energy dips in winter. Instead of pushing through, she restructured which offers she promotes seasonally. Result: a sustainable business that honors her natural rhythms. This is the 5th pillar of the ADHD-ish Method™—Planned Pauses & Pivots. MENTIONED DURING THIS EPISODE: Ep #267 ADHD & Justice Sensitivity: From Overwhelm to Advantage in Business ABOUT TODAY’S GUEST, KIM VAN LUE Executive development coach specializing in board/leadership diagnosis, executive transitions, and team development across higher ed and mid-sized organizations. Currently writing a book, building her speaking platform, and designing signature leadership programs. CONNECT WITH KIM: Website | LinkedIn YOUR ADHD-ish™ HOST, DIANN WINGERT Diann Wingert, a former psychotherapist turned ADHD-informed business strategist, coach, works with neurodivergent entrepreneurs who want to build a stand-out, sought-after, profitable business based on their unique brilliance. The 5th Pillar in The ADHD-ish™ Method coaching framework is: “Planned Pauses & Pivots” and it made all the difference in reimagining Kim’s business. Is it time to experience the ADHD-ish Method in YOUR business? The first step is scheduling a free consultation to see if we’re a fit. Click here to book yours now. Kim's story is just one example of what's possible when you accept yourself unconditionally and redesign everything around that acceptance. Need other examples of what’s possible? Check out more Client Success Stories episodes. WANT TO TRY ADHD-INFORMED BUSINESS COACHING FOR FREE ? Check out my digital clone, Di AI —personalized ADHD-informed business guidance on-demand. If you love the show, please leave a comment on Spotify (I personally reply to each one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodivergent business brains. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Your Overthinking ADHD Brain Is the Best Thing About Your Brand | 18 Aug 2026 | 00:45:07 | |
Kristina Flynn has had a psychiatrist since she was twelve, collected diagnoses like frequent flyer miles (anxiety, depression, OCD, bulimia, and more), and still didn't get an ADHD diagnosis until her thirties, after her daughter's birth blew up every workaround she'd been quietly running for two decades. Now she runs Story EQ, where she helps people find the story underneath their work. Everybody tells you to stop overthinking. Kristina Flynn built a company on it. We talk about why doing your own branding is a fool's errand (spoiler: your brain isn't primed for reality, it's primed for your perception of reality). We talk about the Mensa-level geniuses who sit across from her and say "I'm not that interesting." We talk about the specific, weirdly universal terror of what your old colleagues will think. And we talk about AI — not as a voice replicator, but as something that can understand your context if you feed it properly. Fair warning: if you're sitting on an abandoned rebrand, three different mission statements you don't believe, and a nagging sense that you should be further along by now — you're going to feel a little called out. Stay with us anyway. WHAT’S INSIDE: ● Why Your Old Story Isn’t the Whole Story: How narrative identity, negativity bias, and corporate conditioning have shaped the way you show up ● The 4 Stories Framework (Stealable Worksheet): Start mapping your old story, bridge story, and how to shift from “it’s about me” to “it’s about them” ● Radical Self-Acceptance Checklist: 5 mindset shifts to finally move past shame, imposter feelings, and waiting for permission ● Overthinking as an Asset: Quick exercises to turn rumination into action, content, and connection (instead of procrastination) ● Your First Move Blueprint: Micro-steps to start building story-driven content — without oversharing or burnout FUN FACTS Kristina and Diann are both pretty sweary and swear by the research that concludes swearing is a sign of intelligence. You decide! Kristina & Diann met through Coach Vox - the platform where they both built their digital clones. If you haven’t signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free. ABOUT KRISTINA Kristina (with a 'k') Flynn is an Overthinking High-Achiever (OHA) helping other OHAs turn their wild careers and stories into personal brands that feel like them and make sh*tons of money. For 18+ years and across 11 roles in 8 industries, she's built brands for NBA All-Stars, Olympians, venture capitalists, Youtubers, founders, and executives. The through-line across all of it: wildly capable people who are great at seeing other people's value, but can't see their own. In 2023, she built StoryEQ™ to close the gap. LINKS & RESOURCES Kristina’s: WebsiteStory EQ Framework PDF LinkedIn The episode with Evan Sargent on branding 20 Feet From Stardom (2013) — the backup singer documentary I mentioned YOUR ADHD-ish™ HOST Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. WORK WITH ME If this conversation hit a nerve — if you've been hiding behind your credentials and waiting to be discovered on the strength of good work alone — that's a strategy problem, not a character flaw. Let's fix the strategy problem together — schedule your call here. ADHD-ish is hosted by Diann Wingert. If you got something out of this one, the single most useful thing you can do is send it to one person who needs it. Second most useful: leave a review. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Stop Confusing Options for Opportunities: A Practical Guide to Decision Making for ADHD Entrepreneurs | 11 Aug 2026 | 00:31:26 | |
Ever find yourself saying yes to a new collaboration, tool, or project—then months later wondering how you got there? If you run a business (especially with an ADHD-ish™ brain), you’re not alone. In this episode, I break down why our brains confuse options for opportunities, how dopamine clouds our judgment at the moment of the ask, and share a practical “screen door” filter to make better decisions going forward. Dopamine is a talent scout, not a bookkeeper: That rush of excitement we feel with something new? It’s all about anticipation—not reality. The cost and maintenance of a new yes don’t hit until much later. The trick is to slow the yes. Clever ways options pretend to be opportunities: The Flattering Ask: feeling chosen and visible can feel like opportunity, but might be just an option that doesn’t fit your goals. The Closing Door: artificial urgency and manufactured scarcity prey on impulsive decision-making. The Adjacent Idea: our shiny new ideas often show up exactly when important work becomes tedious, tempting entrepreneurs to jump ship. Why is this so hard for ADHD brains?Because dopamine is LOUD and it fires at anticipation, not the actual result. That new offer or collab invitation? It’s pure possibility—no fatigue, no disappointment, no downside at first. The evaluation part comes much later, usually after you’re already committed. Story Time Diann once bought a high ticket course to “launch a high-ticket course,” and not only never opened it, but kept paying a monthly subscription for three (!) years (ADHD dopamine at work, folks—don’t feel bad, you’re not alone! 😂 Try this: The 4-Question "Screen Door" Filter Before you say yes, ask yourself:
Nothing new gets a same-day yes. That 72-hour pause is where the real magic happens (and where many “opportunities” evaporate). Start here:
Some asks will quietly disappear. Others will become real, intentional decisions. Give it a try and notice how different your “yes” feels and the discomfort of waiting. That’s data. Mantra for the week: Every yes is not a purchase—it’s a subscription. Read the terms before you sign. But what about all the past decisions you’ve made that have made your business messy and chaotic? I’ve got you! Click here to read the companion blog post “How to Know When Your Business is Too Complicated: A Right-Sizing Guide for ADHD Entrepreneurs.” Your ADHD-ish ™ host Diann Wingert, MSW is the insightful host of ADHD-ish™, where she helps entrepreneurs and professionals navigate the challenges of running a business with an ADHD brain. Known for her practical wisdom, Diann regularly explores topics like decision-making, teaching her audience how to filter choices more effectively. Through her relatable storytelling and expertise, Diann shares lessons gained from serial business ownership, a 20 year career as a psychotherapist and a lifetime with ADHD. Want deeper support untangling your yeses and rebuilding your decision-making? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW. New to ADHD-ish™? Subscribe/Follow ADHD-ish on Apple or Spotify for more ADHD-informed business strategy, inspiring guest expert interviews and client success stories. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| A Skeptic's View of Using an AI Coach | 04 Aug 2026 | 00:37:36 | |
Traditional business coaching falls short when late-night decision-making spirals hit, leaving many ADHD entrepreneurs feeling isolated and tired of generic productivity advice. As a stubbornly self-sufficient business owner, your urgent questions, pivot ideas, and friction points rarely line up with a pre-scheduled coaching call. In this episode, Diann Wingert shares how her digital clone, Di AI, serves as a 24/7 thought partner to streamline your ADHD business strategy and lighten your daily cognitive load. Discover how on-demand support improves ADHD decision making, strengthens entrepreneur accountability, and optimizes ADHD business operations all without losing the essential human connection. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 — Introduction: AI Tools for the ADHD Entrepreneur 03:15 — Testing Digital Coaching and ADHD Decision Making 08:40 — Business Systems for ADHD Entrepreneurs 14:20 — Managing Cognitive Load in Business and Tech 19:50 — AI vs Human Entrepreneur Accountability 25:10 — ADHD Productivity for Entrepreneurs: Evaluating AI 31:05 — ADHD Executive Function in Business and Values 35:00 — Roadmap for Business Owners with ADHD The episode explores:
Elizabeth and I share both the wins and the “facepalm” moments, plus an actionable tip sheet for anyone skeptical (or hopeful) about using AI for habit-building and organization. Her pro tip: Judge the tool by the quality of questions it asks you Don’t Miss: Elizabeth’s three-question framework (adapted from Naturalistic Decision-Making) for deciding when and how to engage with AI tools—so you never cede too much power to an algorithm If you’re tired of empty promises from productivity apps—or want a peek at what a scientifically-minded ADHD brain learns from kicking the tires on new tech—this episode is for you. Fun Fact Elizabeth shared a story about her 15-year-old niece who, when asked where they should go for dinner, responded: “I don’t know. Let me ask Chat.” The future is here and apparently it’s hungry for chatbot input Your turn! Make it practical: Use Di AI to help implement a tactic you picked up from the podcast, track specific goals, and follow up on progress. Know your “why”: Consider the reason you are looking for accountability and fit AI into your schedule where you need a champion (hello, bookkeeping!) If you haven’t signed up for Di AI yet - what are you waiting for? Here is the link to sign up for free. Grab Elizabeth’s Tip Sheet for making the most of Di AI (or any AI app) About today’s guest: Elizabeth Meyers is an informatics professor, consultant, and owner of Deep Dive Strategies, where she advises early-stage startups and small companies on strategy and product design. Driven by a fascination with how humans navigate complex environments, Elizabeth specializes in Naturalistic Decision Making (NDM), studying how experts make high-stakes choices in real-world settings. As an entrepreneur who respects both human expertise and technology, she blends her deep background in technology and information science to explore how experts interact with AI. Mentioned in this episode:
Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Out of Sight, Out of Mind: How ADHD Object Permanence Leaks Money From Your Business | 28 Jul 2026 | 00:18:53 | |
Welcome back to ADHD-ish! For many ADHD entrepreneurs, "out of sight, out of mind" is a daily reality, whether that means active client projects, strategic goals, or vital admin tasks. When working memory struggles to keep priorities front and center, simple operational gaps quickly turn into overwhelming friction, trapping business owners in cycles of panic work and unnecessary stress. In this episode, Diann Wingert explores how ADHD object permanence uniquely impacts business operations and daily execution. You’ll discover practical strategies to build visible business systems for ADHD entrepreneurs, improve ADHD follow through, and protect your mental bandwidth—helping you maintain consistent momentum without adding to your cognitive load in business. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Options vs Opportunities for the ADHD Entrepreneur 06:15 - Dopamine and ADHD Decision Making in Business 13:30 - Three Disguises that Overload Cognitive Load 20:45 - The Screen Door Filter for Entrepreneur Accountability 27:10 - Sustainable Systems for Business Owners with ADHD Where Are You Leaking Money? I break it down into three layers: 1. Past Clients: Amazing people who loved working with you, would buy again, and just need a nudge. But if they’re not in your calendar or inbox—they don’t exist to your brain. Your ADHD working memory isn't the problem; your system is. 2. Leads in the ‘Dark Pipeline’: Warm prospects you were this close to converting…now forgotten until you randomly find that old email weeks later (and then feel the shame spiral). This is ADHD Object Permanence in action—out of sight, completely out of mind. 3. Your Own Offers: Courses, workshops, or services you actually could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence? What’s the Fix? Structural Visibility Don’t go buying a new planner or promising to “try harder.” That’s not a strategy—it’s just more stress. Instead, build software (aka systems!) around your brain’s “hardware” constraints. This is how you turn ADHD strengths and struggles into actionable business strategy. Here’s How: ● Use a CRM to remember leads for you—don't let your ADHD working memory be your only sales tool! This is structural support for ADHD Object Permanence. ● Block off time every week to review offers, check in on clients, and nudge those dark leads back into the light. Regular visibility beats relying on memory. ● Pre-schedule re-engagement emails for past clients + warm leads. Automation handles what ADHD Object Permanence makes invisible. Where to start: Don’t overhaul everything at once. Pick one area—past clients, dark leads, or forgotten offers—and add a single piece of visibility this week. It could be as simple as pulling your last 20 clients into a spreadsheet or writing a list of every product you currently offer. The important part is making invisible opportunities visible again. This is how you leverage ADHD strengths and struggles for revenue growth. Mentioned in this episode: Kit email marketing platform (affiliate link) Other episodes in the Reframing ADHD Traits as Business Strategy series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable Income Ep #323: What Procrastination, Resistance & Avoidance are Trying to Tell You About Your Business Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish ™ for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish ™ on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Eliminating Friction & Fatigue as an ADHD Solopreneur: A Client Success Story with Kathryn Bird | 21 Jul 2026 | 00:43:52 | |
Standard productivity frameworks and hustle culture often sell a rigid, neatly divided version of work-life balance that rarely works for high-achieving neurodivergent brains. When you try to force hyperfocus into conventional schedules, attempting to balance intense professional drive with personal well-being frequently leads to emotional exhaustion and severe ADHD burnout in entrepreneurs. To break this cycle, Diann Wingert dismantles the myth of traditional balance to reveal an approach built for neurodivergent momentum. Learn how resetting your operational baseline, reducing cognitive load in business, and enforcing clear boundaries can optimize your ADHD business operations while protecting your energy for sustainable growth with ADHD. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - The Truth About ADHD Executive Function in Business 04:30 - Operational Bottlenecks Facing the ADHD Small Business Owner 09:15 - ADHD Decision Making Under Heavy Working Memory Load 15:40 - Streamlining ADHD Business Operations and Daily Systems 21:10 - Delegation for Entrepreneurs Managing Small Teams 26:35 - Overcoming Executive Dysfunction and ADHD Burnout Prevention 32:00 - Real-World Entrepreneur Accountability Strategies for Growth 36:45 - Sustainable Success Frameworks for the ADHD CEO Here are my top 3 takeaways for anyone feeling stuck in their own “success”:
If you find yourself working nonstop, feeling guilty about taking a break, or recreating old corporate patterns in your “dream job,” remember: nothing on your list is more important than your well-being. About today’s guest, Kathryn Bird Kat (she/her) is a former Royal Navy helicopter observer and London airspace air traffic controller turned travel blogger and entrepreneur. After leaving her high-pressure career to travel the world, Kat turned her passion into a thriving business, teaching and inspiring fellow adventurers through her content and memberships. Her journey has been marked by remarkable achievements—and the hidden struggle of managing ADHD, perfectionism, and the pressures of self-employment. Connect with Kat: Website: https://www.wandering-bird.com/ Instagram: @wanderingbird.adventures. YouTube: https://www.youtube.com/@WanderingBird Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance, while eliminating the extremes of boredom and burnout. Inspired by Kat’s results & want to chat about what success can look like for YOUR business? Book a free consultation and let’s talk! Want to listen to other Client Success Story episodes before booking that consultation appointment? I’ve got you. Here is the playlist. Practical Takeaways
Not ready for my six-month, one to one coaching program, but want an ADHD-informed, business savvy coach on demand? My digital clone, Di AI is free in beta.Just click the link and start chatting now! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| What Procrastination, Resistance & Avoidance Are Trying to Tell You About Your Business | 14 Jul 2026 | 00:21:07 | |
If you are a business owner with ADHD trapped in procrastination, resistance, and avoidance, stop fighting your nervous system. Standard productivity tips fail because running a business with ADHD requires a different approach. In this episode of the ADHD-ish™ Podcast, Diann Wingert reframes procrastination as essential diagnostic data signaling operational bottlenecks. Using the ADHD-ish™ Method, learn to diagnose friction instead of using brute force. Uncover five business signals inside your resistance, align your ADHD business strategy with your neurodivergence, and achieve sustainable business growth. Tune in to turn avoidance into your greatest strategic advantage as an ADHD entrepreneur. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Procrastination Is Business Intelligence 03:30 - Procrastination Is A Nervous System Signal 06:50 - Five Signals Behind Business Resistance 09:40 - Delegation, Decision, And Sunset Signals 13:05 - Revenue And Pricing Resistance 15:45 - Clarity And ADHD Business Strategy 3 Key Takeaways:
The Reframe: Procrastination is regulatory, NOT motivational. Your nervous system is sending a protective signal, not exposing a character flaw or lack of discipline. For ADHD neurodiversity, this shows up when something is off below the surface—even if you don't consciously know what it is. This is why traditional productivity tips often fail. Next time you find yourself stuck, don’t reach for another productivity hack. Instead, ask: “What is my resistance trying to tell me?” Then act on the message, not just the task. Your business, and your brain, will thank you. This is what working with ADHD neurodiversity—rather than against it—actually looks like. Other episodes in the series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Ep #321: The Recurring Revenue Trap: The Hidden Cost of Stable Income Looking for an ADHD-informed business coach that is available on demand? Sign up for my digital clone, Di AI Beta access is still free and available now! Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| No Diagnosis? No Problem! Embracing Neurodivergence Without Labels with Dr. Naketa Ren Thigpen | 07 Jul 2026 | 00:48:20 | |
If you suspect you have an ADHD-ish brain but lack a formal diagnosis, you might hesitate to step into neurodivergent leadership. Driven entrepreneurs often struggle with imposter syndrome without an official label. In this episode of the ADHD-ish™ Podcast, Diann Wingert and Dr. Naketa Ren Thigpen discuss embracing your neurodivergence without clinical validation. Running a business with ADHD requires systems that honor your cognitive strengths. Discover how high-achieving founders use intuitive workarounds to thrive. You will learn how to leverage hyperfocus, handle the relational aspects of managing a team with ADHD, and build confidence as an ADHD small business owner. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Understanding Neurodivergence Without Diagnosis 05:55 - Recognizing Neurodivergent Traits In Yourself 11:40 - Neurodivergent Strengths In Entrepreneurship 17:35 - ADHD And The Power Of Hyperfocus 23:30 - Why Traditional Productivity Systems Fail 29:25 - Masking, Burnout, And Authenticity 35:40 - Building A Business Around Your Brain 42:15 - Embracing Neurodivergence As Your Advantage 3 Key Takeaways:
About today’s guest, Dr Naketa Ren Thigpen Dr. Naketa Ren Thigpen is the Architect of Intimacy in Innovation, the world's foremost Balance (and) Relationship Advisor, and Co-Founder and CEO of ThigPro Balance (and) Relationship Management Institute. Embodying her wild & rare nature, she moved beyond traditional therapy into something the industry hadn't seen. Double Board Certified and doctorate-trained in Relationship Dynamics, Dr. Naketa licenses Applied Relational Intelligence Systems to mid-market organizations, certifying their own leaders to reduce turnover, stabilize trust, and accelerate decisions from the inside. Her private advisory, BAR COTERIE, serves a select few bold enough to recalibrate success without regret. Named among 100 Women to Watch in 2026 and honored by the NAACP, she proves one thing: intimacy fuels innovation. Connect with Dr Naketa:
Your ADHD-ish™ host, Diann Wingert Diann Wingert is a former therapist turned coach, speaker, and consultant who blends her expertise in entrepreneurship and neurodiversity to help others thrive. Host of the top-rated ADHD-ish™ podcast and creator of The ADHD-ish™ Method, Diann works with ADHD-ish™ business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance. What’s the first step for turning the business you have into the business you want? Take the ADHD-ish™ Business Blindspot quiz Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The Recurring Revenue Trap: The Hidden Cost of "Stable" Income for Business Owners with ADHD | 30 Jun 2026 | 00:30:46 | |
If you are a business owner with ADHD, mainstream advice says business growth requires recurring revenue. However, predictable retainers often cause burnout for neurodivergent entrepreneurs who thrive on novelty. In this episode of the ADHD-ish™ Podcast, Diann Wingert exposes the "recurring revenue trap" and the mismatch between traditional models and an ADHD brain. Instead of forcing rigid operations, learn to align your offers with your brain wiring. Discover how project sprints and a value-based ADHD business strategy generate predictable income without routine boredom. Tune in to eliminate scope creep and build aligned success on your own terms. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: The Recurring Revenue Trap 05:00 - Neurodiversity and the Science of Recurring Revenue 07:30 - Avoiding ADHD Entrepreneur Burnout in Client Retainers 11:45 - Value Based Pricing Strategy for ADHD Entrepreneurs 18:20 - 6 Dopamine-Rich Business Strategy Alternatives 3 key takeaways for ADHD business owners:
6 Dopamine-rich alternatives to boring recurring revenue models:
The offer you’re white-knuckling today is NOT the offer that’ll get you to the next level. Try, tweak, or sunset—but make it on YOUR terms. Mentioned during this episode: Other episodes in the series: Ep #315: How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand Ep #317: Time Blindness is a Pricing Problem, Not Just a Productivity Problem Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Want help to reimagine business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert. For more ADHD-informed business strategies, follow ADHD-ish for the rest of the Reframing Your ADHD Traits as Business Strategies, as well as inspiring guest interviews and real client success stories! Subscribe/Follow ADHD-ish on Apple or Spotify © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| You're a F*cking Wizard: Why Your Business Needs a Game Master, Not a Guru, with Paul Pape | 23 Jun 2026 | 00:54:53 | |
Traditional business blueprints fail visionary ADHD entrepreneurs who think non-linearly. If you struggle with rigid strategies, this episode explores why standard methods fall short for neurodivergent minds. Diann Wingert and creative coach Paul Pape discuss using gamification and play to turn overwhelming operations into high-impact quests. Discover how a tailored ADHD business strategy unlocks your strengths and manages cognitive load. Learn how custom ADHD business coaching helps you build a profitable business without sacrificing your authentic creativity. Tune in to step out of burnout and build a business aligned with your unique brain wiring. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - The Game Master Approach to Business Strategy 05:00 - Overcoming the Starving Artist Myth in Business 11:20 - D&D Business Edition: Rescuing Million Dollar Brands 18:40 - Gamify Your ADHD Business Strategy for Growth 26:15 - Using Character Sheets for Personal Business Growth 34:50 - The Role of a Barkeep in Business Coaching 42:10 - Custom Business Models vs Mass Scale Programs 48:30 - Redefining ADHD Business Coaching and True Success Here are my top 3 takeaways for creative entrepreneurs and fellow neurodivergents:
Ready to gamify your business? Take Paul’s personality quiz at www.gamifybusiness.com/quiz About today’s guest, Paul Pape: Despite the challenges of running an all-custom operation—a model many believe is doomed to fail—Paul Pape has been thriving, creating more than 3,000 original products for an impressive roster of clients, including Disney, Universal, and Nickelodeon, as well as individuals from around the globe. His unwavering dedication and inventive spirit have sustained his business for over 20 years, proving that passion and adaptability can defy the odds. In addition to his custom design work, Paul runs Gamify Business, where he is the barkeep in a tavern for creatives. Tapping into his neurodivergent nerdery, Paul takes boring business practices and translates them into gaming themes and terminology. Character classes instead of customer avatars, quest lines instead of project plans. Want to chat with Paul about your business quest? The barkeep is in, so pull up a stool. Paul’s Body of Work: Paul’s Books: The Creative Player’s Handbook to Business Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Diann is many things, but she is not a gamer. She is, however, learning to tap into her nerdy side. Mentioned during the episode: Dragons & Beasties Breaking Bad Dungeons & Dragons World of Warcraft Joe Dispenza: Breaking the Habit of Being Yourself Vincent Van Gogh Jackson Pollock The Industrial Revolution Target TJ Maxx Tim Burton Nightmare Before Christmas Danny Elfman Johnny Lam’s You Are Player 1 Loved this episode? Leave a review and tell us why! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The ADHD Expert's Trap: Performing Your Value Instead of Owning It: A Client Success Story with Jabari Allen | 16 Jun 2026 | 00:35:28 | |
Leaving corporate life promises freedom, yet many ADHD entrepreneurs recreate burnout through scope creep and people-pleasing. If you overwork to prove your value, setting clear business boundaries is essential for your strategy and well-being. In this client spotlight, Diann Wingert and tech consultant Jabari Allen discuss shifting from performing value to owning authority. Discover how an aligned ADHD business strategy helps neurodivergent founders overcome over-delivering, manage cognitive load, and set firm boundaries. Learn how to stop overworking and build a sustainable, highly profitable business without burnout. Tune in to step into true authority as an ADHD entrepreneur. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: The Expert Trap 04:30 - Performing Your Value vs Owning Your Expertise 12:15 - Overcoming ADHD Entrepreneur Burnout and Overdelivery 21:40 - Value Based Pricing Strategy for ADHD Entrepreneurs 29:00 - Redefining Authority in Your ADHD Business Strategy Here’s What You’ll Learn in This Episode
Fun Fact from the Episode There’s a term in the tech industry for endlessly fussing with tiny details called “yak shaving.” Turns out, it’s not just about perfecting code—but can be a major sign you’re avoiding a bigger decision. Jabari calls it circling the drain, and I refer to it as fluffing the pillows. Whether it's the obsessive nature of ADHD perfectionism, anxiety about feeling we need to prove ourselves, or keeping ourselves too busy with the small stuff to confront the big stuff, or a combination plate of all of the above, set a limit on this tendency to keep from holding yourself back while feeling productive. Connect with Jabari Allen: Website - Substack - LinkedIn Is it time to redefine your success as a business owner with ADHD, and shift from proving your value to owning your expertise? The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. Click here for the custom playlist of more ADHD-ish™ Method Client Success Stories And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| "Somebody Stole My Sh*t!" : Copycats, Counterfeiters, and How to Protect What You've Built, with Dani Donovan | 09 Jun 2026 | 00:56:30 | |
From her unexpected rise as an ADHD comic creator to pouring over 3,000 hours into designing The Anti-Planner, a "productivity spell book," Dani Donovan is a force of nature. In this lively interview, Dani shares her unfiltered journey of building a tool for people tired of feeling like failures, dealing with the emotional roller coaster of intellectual property theft, and navigating impostors selling shoddy knockoffs of her labor of love. We discuss what goes into protecting your intellectual property as an entrepreneur, why valuing your own creative work is vital, and what Dani wishes she’d known before dealing with copycat chaos and the steep cost of defending her business. Her story underscores why trademark protection and legal safeguards aren't luxuries—they're essential armor for small business ownership. If you’ve ever obsessed over planners you never use, struggled with perfectionism and procrastination, or wondered what it really takes to launch and protect something one-of-a-kind—this episode will resonate. Get ready for hard truths, laughter, and transparency about the messy realities of ADHD entrepreneurship. Key takeaways for fellow creators and founders: Protect Your IP Early - Dani Donovan’s story underscores the importance of copyrighting your content and considering trademarks before you reach mass awareness—even an overseas copyright or trademark if necessary. Counterfeiting Can Happen to You - Whether you’re just starting out or have a viral hit, don’t assume your business is “too small” to be targeted. Copycats watch for what’s trending, and success makes you a target. Community & Transparency Matter - Sharing the messy, challenging parts (like publicly addressing counterfeiting) can activate support from customers and fellow entrepreneurs—and may even lead to further growth and visibility. Fun Fact From The Episode When the first shipment of the Anti-Planner arrived, people (including myself) literally hugged it to their chest—and it wasn’t by accident! Dani intentionally made it “therapy pillow-sized” based on how she wanted users to feel about it. About today’s guest, Dani Donovan: Dani Donovan is an award-winning designer and creator of the viral hit product, "The Anti-Planner: How to Get Sh*t Done When You Don't Feel Like It." Known for her relatable ADHD comics, tweets, and TikToks, she's been helping shape the online neurodiversity community since 2018. Dani was the closing keynote speaker at the 2021 International ADHD Conference, and her work has helped thousands of people seek an ADHD diagnosis and treatment. Mentioned during the episode: Alibaba - Steve Peha - Copyscape Plagarism Checker - MarqVision Brand Protection Agency About the Anti-Planner: Tapping into her own frustrations and the lived experiences of ADHD peers, Dani Donovan spent over 3,000 hours creating The Anti-Planner, a “productivity spellbook”—a lovingly designed, non-linear, highly personalized compendium of over 100 strategies for overcoming procrastination and building emotional resistance. Dani obsessed over every detail: the comforting size, playful illustrations, durable faux-leather binding, gold foil, thick paper, pen loop, and rounded corners. It is gorgeous, practical, and nothing like all the planners you’ve bought and abandoned two weeks later. I absolutely love mine! Buy your copy of the Original Anti-Planner here. (Dani also has a Clean version if you are not so sweary…) Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner to coaching entrepreneurs with ADHD traits. Her style is direct and strategic, with a dash of humor, and filled with the insights of someone who lives and breathes the ADHD-ish™ experience. Diann is the creator of the ADHD-ish™ Method, host of the top-rated ADHD-ish™ podcast and proud mom of three neurodivergent adults. Should I have Dani back again? Want Dani Donovan to return to ADHD-ish™ to talk about what actually happens when your business scales way faster than you expected? Let us know by leaving a voice message here or sending an email here. Thanks! © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Time Blindness is a Pricing Problem, not Just a Productivity Problem | 02 Jun 2026 | 00:21:20 | |
Traditionally seen as a productivity flaw, time blindness is revealed here as a money problem, quietly undermining pricing, profits, and self-worth for solopreneurs with ADHD. This episode explores why common fixes like timers and time blocking miss the deeper issue, and instead, offers practical ways to design around the unique ADHD brain. Listeners can expect actionable tools—like range pricing, value-based pricing, and multipliers—to help create smarter, ADHD-friendly business practices. Key Takeaways: 1. Why time blindness is more of a money issue than a productivity problem Missed deadlines are visible, but it’s the underpriced projects and unseen labor that are draining your profits. 2. How the ADHD brain’s sense of time impacts your pricing (and sends you into the red) 3. Why accurate estimation is a myth—and what to do instead Spoiler: The strategic move is to build pricing that works with your brain The Three Places You’re Losing Money The invisible cost of time blindness shows up in three big ways in most service-based businesses—and maybe in yours too: ● Quoting New Work: Saying “yes” to projects we’ve never done, referencing a project that only looks similar, and then confidently (but cluelessly) assigning a price. Inevitably, unknowns explode, and you end up working for free ● Scoping Familiar Work: Every project you think you know by heart, but memory only shows you the highlight reel. ● Hidden Labor: The worst offender. All the little admin tasks, endless revisions, back-and-forth emails, and extra meetings never get included in my quote. They don’t feel like “billable” work, but they devour hours and energy in unpaid work. Six Pricing Strategies that Correct The Effects of Time Blindness: ● Range Pricing: Quote within a range, not a fixed number. ● Value-Based Pricing: Charge for outcomes, not hours. ● Multipliers & Buffers: Take your default quote and multiply it (1.5x, 2x, even 2.5x if you’re feeling brave). ● Project vs. Hourly Pricing: Bill by project, not hours, so you’re aren’t penalized for hyperfocus sprints ● Built-In Revision Rounds & Communication Caps: Set clear boundaries on extra work and comms, and make it official. Time blindness isn’t going away—but by meeting your brain where it is, you can transform ADHD traits from liabilities into business assets. Design your pricing not despite your ADHD, but in partnership with it—and start keeping your hard-earned money where it belongs: in your business. Try The Multiplier Experiment on your next proposal: 1. Write down the number you want to send. 2. Multiply it by 1.5x (or higher—it should feel just a bit stretchy). 3. Send that quote. Notice the resistance, the stories, the “what ifs.” 4. Collect the data: Did the client say yes? No? What did you learn? Every proposal is a data point for better pricing decisions. Stop leaving money on the table! Research on ADHD & time blindness Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives. Resources Mentioned in This Episode: Sign up for Di AI, my ADHD business coach digital clone, for free: https://bit.ly/di-ai-access Make sure you don’t miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or Spotify Want my help to build your business with your ADHD traits in mind? Schedule a free consultation to explore 1:1 ADHD entrepreneur coaching. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| You Want to Be a Published Author, but You Have ADHD, with Meg Casebolt | 26 May 2026 | 00:45:36 | |
Ever wondered how someone with a full plate—a thriving business, a family, a neurodiverse household, AND a stack of published books—still finds time to sleep? Or better yet… how they use their ADHD to power all of it? If you’ve ever felt overwhelmed by your own creativity or wondered if you’re “too much,” you’re going to love this interview with returning guest and my SEO consultant, Meg Casebolt. Her approach to neurodiversity in business proves that ADHD can be a strategic advantage, not a limitation. Meg is an entrepreneurial powerhouse who perfectly embodies the phrase “multi-passionate with a mission.” I’m talking about building a successful SEO consultancy while cranking out several romance novels, nonfiction books, and helping others find their voices—all with the magic (and occasional mayhem) of an ADHD brain. Her writing strategy and approach to creative writing offer a blueprint for managing multiple projects without burning out. This is not a conversation about “doing it all.” It’s about how to let your brain’s unique wiring become your greatest asset. Meg shares candidly about her writing journey: from being a childhood word nerd, to losing the joy of writing through academia’s rigidity, and then rediscovering the creative spark during the uncertainty of the pandemic. Ever felt like your nervous system is on overdrive? You’re not alone—turns out writing romance novels was exactly what Meg needed to dial down anxiety and reclaim hope. This is neurodiversity in business at its most authentic. Here are my top 3 takeaways from our chat:
Meg breaks big projects like writing novels and business books into manageable, bite-sized sessions—30 minutes a day can add up to published work and reduced overwhelm.
Both of us have found that reducing media consumption and focusing on our unique perspectives boosts creativity and clarity—whether you’re writing, building, or rebranding.
It’s not about doing it all—it's about doing what fuels you. Speaker B balances left- and right-brain work, has learned to say no to platforms that drain her energy, and finds flow by following her interests and intrinsic motivations. About today’s guest, Meg Casebolt: Meg Casebolt helps experienced founders, consultants, and creators become findable in AI-powered search—not through keyword tactics, but through strategic authority positioning. As founder of Love At First Search, she works with experts who don’t need more SEO advice but do need a new way to be understood by modern search systems. Her approach focuses on helping people become quotable and recommendable: teaching them to claim specific expertise territory and build the signals AI uses to evaluate credibility. Diann’s Note: After I lost 10k followers on social media accounts overnight due to hackers, I was determined to learn SEO and started working with Meg. Within 1 year, I rank at the top of all search engines in my niche, and 50% of my clients now find me through online search. Meg’s Body of Work: Love at First Search / Signal - SEO membership program (affiliate) Aggressively Human podcast with Jessica Lackey Social Slowdown Meg’s podcast and book Happily Ever Indie - for self-published romance authors Meg’s romance novels under her pseudonym Bailey Seaborn Recommended by Meg during the episode: Lacy Boggs, The Content Direction Agency Joanna Wiebe - 12 Books That Will Make You Insanely Smart Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Connect with Diann Ready to work with an ADHD-informed business strategist and coach? Book a free consultation with me. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| How Successful ADHD Entrepreneurs Trigger Hyperfocus on Demand | 19 May 2026 | 00:23:16 | |
Welcome back to ADHD-ish™, where we're kicking off a five-episode series reframing the most talked-about ADHD traits as tools for entrepreneurial success, starting with hyperfocus. Forget the myth that hyperfocus is a rare, unpredictable gift. ADHD-ish™ host, Diann Wingert, reveals that the most successful ADHD entrepreneurs create the conditions for hyperfocus rather than hoping it just shows up. Here’s the game-changing insight: Hyperfocus is a state, not a fixed trait—and you can stack the deck to get into it on demand. 3 Key Takeaways: Engineer Your Hyperfocus: Don’t wait for the muse—set up conditions like real deadlines, novel environments, meaningful rewards, supportive sensory cues, and a nourished body to invite focus on demand. Body Doubling is a Real Strategy: Working alongside others—friends on Zoom, coworking sessions, or even a busy coffee shop—provides social accountability and can reliably spark focus. Stack Conditions, Not Guilt: Hyperfocus isn’t about willpower; it’s about stacking multiple supportive factors. Even intentionally stacking just two of these can create momentum in your business. Hyperfocus can be a genuine business asset—if you learn to direct it. But, there are hidden costs to hyperfocus, too:
Remember: Hyperfocus is a power tool. Use it wisely—and plan for the comedown. What’s My Hyperfocus Setup? In my own business, I decide, ahead of time, exactly what needs my hyper-focused attention and how much time I’ll devote to it. The routine is precise: comfortable clothes, a high-protein breakfast, natural light, a pre-game ritual of exercise, sunshine, and social connection. And hydration throughout the hyperfocused state. No brain jerky for me. What’s not in my routine: willpower, white-knuckling, bullying myself or shame. The environment is repeatable, the stakes are real, and the body, mind, and brain are primed and ready. After it's over? Rest, recalibration, and reconnection. Hyperfocus as Skill - Start Here: Pick one 90-minute block of business-critical work. Deliberately create at least two of the five conditions above. Do the work—and observe the impact on your focus. Don’t be an overachiever and do all five. Start small, track the effect, and iterate. It’s not a productivity contest—it’s your personal hyperfocus experiment. Resources mentioned in this episode: Focused Space (affiliate link) Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship.In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives. Want more strategies for time blindness, novelty chasing, object permanence issues, and procrastination? Make sure you don’t miss the next episodes in this “Reframing Your ADHD Traits as Business Strategies” series. Subscribe/Follow ADHD-ish on Apple or Spotify Want my help to build your business with ADHD in mind? Schedule a free consultation to explore expert ADHD entrepreneur coaching with Diann Wingert © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Myths About Virtual Assistants That Prevent ADHD Entrepreneurs From Getting The Help They Need, with Avigail Schondorf | 12 May 2026 | 00:39:50 | |
ADHD fundamentally impacts executive function—the mental skills for planning, prioritizing, delegating, and following through. So, when an entrepreneur hires a VA and is expected to onboard, direct, and give detailed instructions, they’re faced with a mismatch: the very skills they struggle with are those they now must use to instruct their assistant. Traditional VAs, trained to “do what they’re told,” end up sitting idle, waiting for direction, while the entrepreneur is paralyzed by indecision and shame. The result? Money is wasted, little is accomplished, and increased frustration, making it even harder to try again. What if support could be different? What if, instead of looking for a “unicorn” VA who can do everything, ADHD entrepreneurs sought out “distant assistants”—human lifelines who specialize in executive functioning, regulated communication, and operationalized thinking?Today’s guest is Avigail (Avy) Schondorf, fellow ADHD entrepreneur, podcaster, and owner of the Alisto agency that trains and outsources distant assistants who understand what neurodivergent business owners really need. This conversation is full of insights, humor, cringeworthy moments, and a new paradigm for shame-free support. Here are 3 key takeaways for anyone considering hiring support:
If “doing it all myself” isn’t scalable OR sustainable, maybe it’s time to delegate differently—and embrace asking for help as a sign of strength. About today’s guest, Avigail (Avy) Schondorf: Avigail (Avy) Schondorf is a social worker turned entrepreneur who built two companies around the way her brain actually works. She's the founder of Alisto Virtual Workforce, a team of Distant Assistants who specialize in supporting neurodivergent entrepreneurs — and AvyHD, her strategy and thought leadership brand where she gets real about ADHD, delegation, and building a business without burning out. When she's not running her team or hosting the AvyHD Podcast, she's lifting weights, reading, or wrangling two very energetic daughters. Connect with Avy: Mentioned during this episode: Avigail’s Octopus prompt Jamie from Bottleneck Distant Assistant My interview on Avi’s podcast, “Consistency, the Other C Word for ADHD Entrepreneurs” Your ADHD-ish™ host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Links: Follow / Subscribe to ADHD-ish so you don’t miss an episode Ready to work with an ADHD-informed business strategist and coach? Visit my website. © 2026 ADHD-ish™ Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Four Ways High Functioning ADHD Entrepreneurs Put Their Mental Health at Risk | 05 May 2026 | 00:31:46 | |
High-functioning ADHD entrepreneurs often mask chronic stress behind professional success, leaving hidden mental health risks unaddressed. When outward capability hides internal strain, common cognitive traps, physical overexertion, and emotional isolation can quietly lead to severe burnout. This episode explores practical ADHD business strategy and tailored ADHD business coaching tools to restore balance. By understanding executive function demands and building intentional business systems, a business owner with ADHD can protect their mental health while driving sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - High-Functioning ADHD and Mental Health Risks 03:25 - Cognitive Traps Behind ADHD Entrepreneur Burnout 08:15 - Nervous System Confusion and Chronic Stress 13:10 - Recovery Failures That Drain ADHD Entrepreneurs 17:05 - Social Isolation and Identity Loss 21:45 - Building Connection and Support Systems 26:20 - Preventing Burnout Through Sustainable Recovery 30:00 - Protecting Your Mental Health as an ADHD Entrepreneur Four hidden risk categories: 1. Cognitive TrapsThese are thinking patterns that feel like logic but quietly work against us. Do any of these sound familiar?
2. Nervous System Confusion You might think you’re resting when you’re actually just switching to a different kind of stimulation (hello, endless content consumption!). Genuine restoration often looks like boredom at first, but it’s what your mind and body actually need. 3. Recovery FailuresHigh-functioning ADHD people are notorious for skipping the habits that keep us steady, especially when we need them the most.
4. Loss of Connection & Identity Busyness can become a mask for loneliness. Relationships that aren’t transactional quietly disappear, and your sense of self can erode until it’s fused with your business. If your only role is “the one who has it together” for everyone else, this one may hit home especially hard. You are not broken. These patterns are the predictable result of managing ADHD in a career that rewards output and intensity. If you recognize yourself in this description, don’t make it another to-do item. Instead, let this be an invitation: Pause. Notice. Take your own needs seriously, even—and especially—when you’re “doing well.” Your mental health is always worth protecting, no matter how high-functioning ADHD you appear to others. Your ADHD-ish ™ host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. In addition to hosting the ADHD-ish ™ podcast, Diann is the creator of The ADHD-ish ™ Method, a practicing Buddhist, dog mom, and relentlessly curious human. Diann explains neuroscience in a relatable way. Through her accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of being a business owner and in their everyday lives. Ready to Explore More?Try out “Di AI”—my digital ADHD business coach I have spent the last several months training and fine-tuning Di AI with The ADHD-ish ™ Method frameworks, strategies, and mindset tools. Not quite ready to work with an ADHD business coach? Di AI is currently in beta, and you can get access for free. Ready to work with an expert ADHD entrepreneur coach? Most of us started out bootstrapping our business and raw dogging everything on our own. But that approach will only get you so far. If you want to get further and faster, it might be time for the guidance, support, and accountability you can only get from working with an expert strategist and coach. Book a free consultation to see if we are a fit. And remember: You are never too high-functioning for your own mental health to matter. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Hire the Hurricane Chasers: Why The Best Team You'll Ever Build Looks Nothing Like You've Been Taught, with Ian Wilson | 28 Apr 2026 | 00:43:36 | |
Welcome back to ADHD-ish! Traditional hiring and management frameworks often fail neurodivergent business owners trying to build a reliable team. When traditional management advice creates operational friction, business founders need specialized approaches to delegation and team leadership that accommodate non-linear work styles. This episode explores dynamic neurodivergent leadership and team-building frameworks tailored for an ADHD small business owner. By structuring adaptive communication channels and implementing aligned business systems, an ADHD founder can delegate effectively and foster long-term growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Non-Traditional Team Building 05:12 - Entrepreneurial Origins as a Business Owner with ADHD 11:35 - Neurodivergent Leadership: Pairing ADHD and Autistic Strengths 18:40 - ADHD Team Leadership and Hiring Hurricane Chasers 25:15 - Cultivating Autonomy and Mastery in ADHD Business Operations 31:08 - ADHD Founder Insights on Hiring Traits Over Credentials 36:42 - Unapologetic Value Pricing and ADHD Business Growth 41:10 - Scaling a Business with ADHD Through Neurodivergent Culture Three key takeaways:
Mic Drop Moment: Ian & Eric deliberately hire people who crave these three things, no matter their resume. Their neurodivergent advantage? Investing in traits, not credentials.
About today’s guest, Ian Wilson: Ian is the Co-Founder and Creative Director of buildcreate, a full-service B2B marketing agency for manufacturing, technology, engineering, and industrial clients in Ann Arbor, Michigan. Home-schooled and entrepreneurial from childhood, Ian discovered his ADHD as an adult. He and his business partner, Eric Lynch, who is autistic, have discovered that their secret sauce as neurodivergent leaders is to hire smart people and let them work to their strengths. Connect with Ian: LinkedIn- Company Website - Email Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Diann is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. She is the creator of the ADHD-ish Method and host of the top-rated ADHD-ish podcast. Mentioned during this episode: Ep # 303: Which Company Culture is Your ADHD Brain Building? Links: Follow / Subscribe to ADHD-ish so you don’t miss an episode Know another entrepreneur with ADHD who thinks there is only one way to build a team - the neurotypical way? Share this episode. Ready to work with an ADHD-informed business strategist and coach? Visit my website. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops/ Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| When Your ADHD Brain Hits Empty: Decision Fatigue, Emotional Labor & Ego Depletion | 21 Apr 2026 | 00:25:09 | |
Everyday choices and constant self-control can drain mental energy, leaving neurodivergent founders vulnerable to severe operational paralysis. When high mental workloads trigger decision fatigue, business owners struggle to maintain momentum, regulate focus, and protect their daily productivity. This episode explores the mechanics of executive function capacity and targeted ADHD business strategy to preserve cognitive energy. By streamlining daily workflows and implementing intentional business systems, an ADHD entrepreneur can reduce choice overload, protect decision quality, and support sustainable business growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Managing Ego Depletion 04:15 - Why Decision Fatigue Hits a Business Owner with ADHD 09:30 - Invisible Labor Draining Executive Function in ADHD Business 15:10 - Overcoming Rejection Sensitivity when Running a Business with ADHD 20:25 - Replenishing Mental Capacity for the ADHD Small Business Owner What is Ego Depletion? Ego depletion is the idea that self-control is a limited resource—every tough decision, every time you push through discomfort, you draw down the tank a bit more. And for those of us with ADHD, that tank starts out smaller and empties faster. ADHD brains work harder to stay focused, resist distractions, and mask our real struggles behind a “put-together” exterior. All of that is invisible work—work that drains our resources and directly impacts executive function ADHD capacity. Why Does This Matter for Entrepreneurs? If you run your own business, chances are, you’re making choices all day long. Decision fatigue hits fast when your working memory is taxed, and the emotional labor, rejection sensitivity, ambiguity, and hyperfocusing can all leave you running on fumes. And when the tank runs dry? That’s when the late-day impulsive emails, knee-jerk “yeses” to bad projects, and pricing compromises hit. It’s not poor judgment—it’s overdrawn capacity. This is one of the core ADHD strengths and struggles we navigate as entrepreneurs. About the host, Diann Wingert Diann Wingert is a business strategist, coach, serial entrepreneur, former psychotherapist, and passionate thought leader at the intersection of ADHD and entrepreneurship. Through practical neuroscience and accessible storytelling, Diann empowers others to understand their brains, manage their energy, and show compassion to themselves as they navigate the demands of running a business with an ADHD brain. Five Triggers That Drain Your Brain
Practical Strategies: Refilling the Tank Knowledge is useless without practice. Here’s what’s working for my clients and me: Protect the Peak Window - Notice when focus comes more naturally. Schedule your highest-value and most “expensive” mental work then. Don’t let admin or reactive tasks steal your best hours. Ruthless Pre-Decision - I now audit decisions weekly: What can I automate? Which choices can be made in advance? This includes everything from client policies to what I eat for breakfast. I have a breakfast rotation now that saves me about 10 minutes every morning—energy I use elsewhere. Don’t Skip the Refueling - Eating on a schedule is non-negotiable. I use an alarm for lunch because, without external cues, I’ll work straight through and crash later. Treat meals and breaks with the same gravity you would an important meeting. Schedule Intentional Resets - Real mental breaks matter. Laughter, small pleasures, or even a quick walk create real returns. I log two restorative breaks in my calendar daily—not as a luxury, but as mental maintenance. Prioritize Sleep as a Business Tool - Nothing refills the willpower account like rest. Chronically starting the day depleted only feeds the self-doubt loop. Honoring my natural sleep needs—even if it means leaning into night-owl tendencies strategically—made a profound difference. Resources mentioned in this episode:
Ready for more? Subscribe to the podcast - Visit my website - Follow me on LinkedIn © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| How Celebrating Tiny Wins with ADHD Boosts Motivation & Beats Burnout, with Risa Williams | 14 Apr 2026 | 00:39:13 | |
Standard productivity advice often leaves neurodivergent founders stuck in loops of executive dysfunction and frustration. When forced motivation creates burnout, business owners need practical strategies that work alongside their natural brain chemistry rather than fighting against it. Implementing tailored ADHD business strategy and aligned business systems helps maintain momentum without constant friction. By honoring executive function limits and leveraging dopamine-friendly workflows, an ADHD entrepreneur can clear task paralysis and foster sustainable business growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Beating Entrepreneurial Burnout 04:30 - Overcoming Negativity Bias as a Business Owner with ADHD 09:15 - Why Toxic Dismissiveness Sabotages ADHD Business Growth 14:40 - Reframing Productivity for the ADHD Entrepreneur 20:05 - The Science of Dopamine and Micro-Validation 25:50 - Combatting Imposter Syndrome when Running a Business with ADHD 31:10 - Daily Tracking Systems for an ADHD Founder 36:25 - Sustainable Momentum for Long-Term ADHD Small Business Success 3 key takeaways from our conversation:
Mic Drop Moment: Many high achievers with ADHD also battle imposter syndrome. Why? Because they literally cannot remember the many incremental steps it took to get results. If you don’t witness your own progress, you can’t internalize your success. The result: even evidence-based accomplishments don’t “count,” fueling the endless treadmill of “not good enough.” About Risa Williams, LMFT Risa Williams is a licensed therapist, a time management expert, and an award-winning book author of six self-help books. She's also the host of The Motivation Mindset Podcast (Apple, Spotify). Risa has been featured as an expert in Forbes Magazine, Wondermind, Wired, Bustle, Psychology Today, and Business Insider. She's also a busy mom of two and a university professor. Connect with Risa: Website - Instagram - Motivation Mindset Podcast Ready to put it into practice? Ultimately, reframing tiny wins is an act of reclaiming joy and validation from a world conditioned to withhold or diminish them. The results are worth it—greater momentum, resilience, and happiness. So, what tiny win will you celebrate today? Risa Williams’ Tiny Wins Journal - Tiny Wins digital mini-course Rick Hanson’s Book Buddha’s Brain If You Take Just One Step The act of writing down tiny wins and then reviewing them is what rewires the narrative in your brain. Do it out of skepticism, if that works. Gamify it, make it defiant, or treat it as an experiment. And because we know accountability makes it real, DM me on LinkedIn, email me, or leave a voice message on my website. Your ADHD-ish host, Diann Wingert Diann Wingert has decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the ADHD experience. Sharing is Caring Know a fellow business owner who is on the productivity dreadmill, always moving on to the next project without celebrating their success? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Stimulant Medication for Entrepreneurs with ADHD: What Difference Does it Make? | 07 Apr 2026 | 00:25:58 | |
If you think starting medication will magically fix your back-end operations and clear your inbox, this conversation is your necessary reality check. Medication targets neurotransmitters—it gives you access to executive function, but it won't organize your schedule, write your SOPs, or stop you from hyperfocusing on the wrong priority for six hours straight. Pairing neurobiology with solid ADHD business strategy bridges the gap between brain chemistry and actual operational clarity. Building tailored business systems alongside supportive ADHD business coaching ensures that newly gained focus translates into sustainable growth rather than faster-paced overwhelm. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Executive Function Support 04:20 - Realities of Stimulant Medication for the ADHD Entrepreneur 09:45 - Optimizing ADHD Business Operations Beyond Medication 15:10 - Daily Focus and Clarity for the ADHD CEO 20:05 - Sustainable Focus Strategies for Running a Business with ADHD 3 Key Takeaways:
Resources Mentioned in the Episode: Study in Cell Magazine About the Host, Diann Wingert: Diann Wingert is the creator and host of ADHDish, a podcast that explores the realities of living with ADHD, especially for entrepreneurs and business owners. Rather than prescribing solutions, she empowers listeners to make informed choices, providing clear, actionable information in an approachable, no-nonsense style that makes her a trusted voice for those navigating ADHD in the workplace and beyond. Sharing is Caring Know a fellow business owner who thinks their ADHD medication fixes their attention or claims they need a higher dose because it stopped working? They might need this wake-up call, too, so be a pal and share the episode. Here is a link to make it easy. Want one-on-one support? Ready to create the strategies that reduce the friction and fatigue of running a business with ADHD? Click here to book a free consultation. It’s the first step to transforming what you’re building intentionally through expert ADHD entrepreneur coaching. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| ADHD & The Lifetime Legacy of Bullying with Brooke Schnittman | 31 Mar 2026 | 00:42:08 | |
Past experiences with bullying and social exclusion leave lingering marks that often bleed directly into how neurodivergent founders run their companies. When unaddressed childhood conditioning drives people-pleasing, boundary erosion, or severe rejection sensitivity, running a business becomes emotionally exhausting rather than empowering. Unpacking these hidden patterns allows an ADHD entrepreneur to step into confident, grounded leadership. Integrating supportive ADHD business coaching tools alongside strong business systems helps protect emotional capacity, enforce firm professional boundaries, and drive sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Coaching and Unpacking Early Social Trauma 04:15 - How Bullying Shapes the Mindset of an ADHD Entrepreneur 08:50 - Overcoming Rejection Sensitivity as a Business Owner with ADHD 13:40 - ADHD Leadership and Reclaiming Workplace Self-Worth 18:10 - ADHD Founder Leadership and Building Trauma-Informed Resilience Here are 4 key takeaways for anyone navigating ADHD (or supporting neurodivergent folks):
About Brooke Schnittman, MA, PCC, BCC: Brooke Schnittman is an ADHD coach, educator, and advocate for adults with ADHD. With years of working directly with individuals and families, she noticed an alarming pattern: bullying is not only common in the lives of people with ADHD but is also a neglected topic in ADHD research and support. Brooke’s recent pioneering survey on adult ADHD and bullying—the first of its kind—has started an essential conversation about the legacy of bullying, how it changes form over time, and how those affected can heal and thrive Connect with Brooke: Website: https://www.coachingwithbrooke.com/ LinkedIn: https://www.linkedin.com/in/coachingwithbrooke/ Free e-book:https://www.coachingwithbrooke.com/ebook Participate in the survey on ADHD & bullying: https://bit.ly/4stMllM Mentioned during this interview: Participate in Brooke’s survey on ADHD & Bullying: https://bit.ly/4stMllM Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner, and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. If conversations like this one are one of the reasons you keep coming back to ADHD-ish, the best way to let me know is to leave a review on Apple or Spotify. Here’s the link to make it happen. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Introducing Di AI, My ADHD Business Coach Digital Clone | 24 Mar 2026 | 00:28:05 | |
Welcome to ADHD-ish! Navigating entrepreneurship often means needing immediate strategic support without waiting for your next scheduled session. For a business owner with ADHD, real-time decision-making challenges and cognitive overload can create unnecessary friction when trying to maintain momentum in daily business operations. This episode introduces Di-AI, a custom digital clone created to provide instant, tailored guidance rooted in proven ADHD business coaching methodology. Discover how leveraging accessible AI tools helps every ADHD small business owner streamline problem-solving, reduce decision fatigue, and support sustainable growth with ADHD on demand. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Coaching Meets Artificial Intelligence Innovation 03:15 - Why I Built a Digital Clone for ADHD Business Strategy 07:40 - Custom Business Systems for ADHD Entrepreneurs 11:50 - Streamlining ADHD Business Operations with AI Coaching 15:10 - On-Demand Support for the High-Performing ADHD CEO Here’s what you’ll learn in this episode:
Fun Fact from the Episode: The inspiration for this digital clone project started all the way back in 1996, when Dolly the sheep became the world’s first cloned mammal. Diann Wingert admits her first thought was, “OMG, I can clone myself and finally do all the things!” 😂 Turns out, turning that wish into reality just took about thirty years, a platform called Coach Vox, and a lot of fine-tuning! About the Host Diann Wingert (she/her) A former licensed psychotherapist and serial business owner turned business strategist and coach, Diann understands ADHD inside and out. She’s dedicated her career to helping entrepreneurial clients turn their ADHD strengths into strategic advantages —making business success sustainable and tailored to real brains with real challenges. For years, Diann has wrestled with a challenge: how could she empower more people with her transformative coaching, proven business methodology, and popular podcast content? Known as “Di” to her close friends, she created Di AI, her own digital clone, using the CoachVox platform. Trained exclusively on Diann’s expertise, Di AI is designed to offer the very same high-impact guidance she’s honed over 30 years—making her unique coaching accessible to more people than ever before. Mentioned During This Episode:
How to Sign Up for Di AI:
© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Three Ways to Pivot in Business to Avoid Burning Out or Burning It All Down, with Megan Eckman | 17 Mar 2026 | 00:34:46 | |
What if changing direction in your business isn't a sign of failure, but a strategic move toward your full potential? For neurodivergent founders, recognized market shifts often spark intense self-doubt, decision fatigue, and rejection sensitivity, leaving you stuck between an outdated path and an unexecuted vision. Executing a successful pivot requires pairing your natural adaptability with grounded ADHD business strategy. Establishing intentional business systems and leveraging tailored ADHD business coaching allows an ADHD small business owner to realign core offers, streamline delegation, and protect long-term growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Preventing Entrepreneurial Burnout 04:50 - The Micro-Pivot: Strategic Adjustments for ADHD Business Growth 10:15 - The Macro-Pivot: Realigning Priorities When Running a Business with ADHD 16:40 - The Exit Strategy: Clean Breaks for the ADHD Founder 21:30 - Scaling a Business with ADHD Without Burning Out Why You’ll Love It: Megan walks us through the three ways she’s learned to pivot and the circumstances that led to each one, allowing her to follow her curiosity and pursue her creative impulses, without risking her well-being or financial stability: Test & Build - Learning to listen to your customers, running small experiments, and transitioning into new opportunities Jump Without a Parachute: The Hard Stop Pivot - When a dramatic, not-so-planned exit from a thriving business is the way to save your sanity —and what it really takes to walk away. The Hibernate & Resuscitate Pivot - Sometimes the best move isn’t quitting cold turkey, but putting a project “in the freezer” while you work on your next big idea. Three key takeaways:
Mic Drop Moment: “It was basically a ‘hold my beer, I’ll go build that business for you.’ To be fair, they did wait a month.” Megan Eckman About today’s guest, Megan Eckman Megan Eckman is a serial entrepreneur who constantly finds new ways to delight her audiences, from fantastical pen-and-ink illustrations to bold embroidery kits to fantasy rom-coms. For 14 years, she ran an embroidery kit business, managing revenue streams from wholesale, retail, and subscriptions. She's a published author and now also a podcast co-host for a show all about networking. When she’s not working, she’s likely out on one of her bicycles exploring new routes in the woods. She lives in Vancouver, WA, with her husband and tri-color cat. Megan was diagnosed with ADHD in her 30s. Connect with Megan: Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and serial business owner and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview: Simple suggestions for preparing for your next potential pivot: 1) Assess emotional, financial, and market conditions regularly. 2) Define your personal “red flags” for burnout and your criteria for build and grow, hard stop and hibernate, and resuscitate pivots 3) Inventory current and planned activities, noting which are energizing versus draining. 4) Keep communication open with your clients/community during hibernation phases. You never know who might want to be a part of whatever you do next. If this episode saved you from burnout (or burning your business down…), now would be a perfect time for that 5-star rating and review you keep meaning to leave. Here’s the link to make it happen. Be sure to mention what you loved about the episode or the show in general. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The True Cost of a Delayed ADHD Diagnosis in Women | 10 Mar 2026 | 00:22:08 | |
Did a late diagnosis finally reveal why traditional business strategies left you chronically exhausted despite your success? Realizing you’ve been running a company without your brain's actual owner's manual explains why cookie-cutter corporate advice never delivered sustainable momentum. Reframing past struggles around your actual executive function needs creates immediate room for strategic alignment. By pairing targeted ADHD business coaching with neurodivergent-friendly business systems, an ADHD entrepreneur can structure daily operations, protect precious bandwidth, and scale with genuine clarity. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Coaching and Addressing Gender Diagnostics Gaps 05:10 - Unmasking Late-Diagnosed Traits as a Business Owner with ADHD 11:25 - Overcoming Imposter Syndrome as an ADHD Entrepreneur 17:40 - Neurodivergent Leadership and Reclaiming Professional Identity 22:15 - Transforming Late Diagnosis Into Strong ADHD Leadership 3 key takeaways:
About the host Diann Wingert is a passionate advocate and expert on ADHD, rooted in her own delayed diagnosis, as well as two decades of experience as a licensed psychotherapist, serial business owner, and parent of several children with ADHD. For years, Diann—and many women like her—carried a persistent sense that “something’s wrong with me,” a quiet conviction fed by a lack of answers and the feeling that everyone else had life figured out. This experience led her to see the reality: women with ADHD were hiding in plain sight, while the world slowly learned to recognize their struggles. Now, as the host of the podcast ADHD-ish and an internationally recognized ADHD business coach, Diann welcomes a community of listeners searching for understanding and authenticity, promising strategic guidance and an honest exploration into what it means to live and run a business with ADHD Suggested Listener Action Steps:
© 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Is Cognitive Ergonomics the Missing Link to ADHD Motivation? with Jeff Copper | 03 Mar 2026 | 00:31:47 | |
This episode uncovers why traditional advice fails neurodivergent founders and how forced productivity leads directly to task paralysis and burnout. Relying on sheer willpower or external pressure creates intense friction for an ADHD small business owner trying to maintain steady momentum across daily operations. Shifting toward dopamine-friendly workflows and practical ADHD business strategy transforms how you tackle key goals. Integrating tailored business systems alongside supportive ADHD business coaching helps optimize executive function, clear operational bottlenecks, and drive sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 05:00 - Why Traditional ADHD Advice Fails 10:30 - Understanding Cognitive Ergonomics 16:00 - The Concept of Cognitive Illiteracy 21:30 - Mechanics of Executive Function Challenges 27:00 - Practical Attention Scope Exercises 32:30 - Legitimizing Accommodations and Removing Shame 37:45 - Building Repeatable Systems for Consistency 43:00 - Key Takeaways and Actionable Next Steps Why You’ll Love It Whether you’re newly diagnosed, deep in your ADHD self-awareness journey, or have “tried all the things,” this episode invites you to see your challenges—and strengths—through a radically new, pragmatic lens. If you geek out on intellectual curiosity and want to see what’s “under the hood,” check out Jeff Cooper’s Cognitive Ergonomics resources (link below). What you’ll learn:
Fun Fact from the Episode: If you’ve ever solved a problem just by voicing it to someone (or even sending a voice note!), you’re already practicing cognitive ergonomics. In fact, Jeff Copper says some folks can process and solve their own issues simply by “downloading” a problem out loud—even if nobody responds! About today’s guest, Jeff Copper Jeff Copper is a cognitive engineer, thought leader, and ADHD coach. He is the founder of DIG Coaching, Attention Talk Radio, and Attention Talk Video, and holds professional designations from ICF and PAAC and certifications from ADD Coach Academy and Coaches Training Institute. Jeff developed Cognitive Ergonomics From the Inside Out®, a radical departure from the current ADHD intervention paradigm. In recognition of his contributions, he received the ACO's 2022 Professional Excellence Award. Jeff continues to innovate in attention coaching, helping individuals understand and manage their ADHD challenges. Connect with Jeff: DIG Coaching Practice - Attention Talk Radio Podcast - LinkedIn - Email Cognitive Ergonomics From the Inside Out Your ADHD-ish host, Diann Wingert Diann Wingert brings decades of experience as a psychotherapist and is now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview: Russell A Barkley, PhD - Dr. Charles Parker - The Four Tendencies - John Maxwell Now what? If this episode got you thinking in a new way about your ADHD, now would be a perfect time to leave that 5-star rating and review you keep meaning to leave. Here’s the link to make it happen. Thank you! And, if you are connected with Jeff Copper, or are going to start now, be sure to reach out and let him know your thoughts on cognitive ergonomics: jeff@digcoaching.com © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Which Company Culture is Your ADHD Brain Building? | 24 Feb 2026 | 00:40:17 | |
Traditional corporate environments rarely fit neurodivergent leadership styles, and forcing rigid management models onto your team usually leads to quiet frustration. When workplace expectations lack flexibility, an ADHD founder ends up absorbing the daily friction that drains core focus. A thoughtful approach to team leadership makes room for clear communication, high autonomy, and natural working habits. Integrating practical ADHD business strategy with flexible business systems helps an ADHD entrepreneur maintain a supportive environment alongside stable operations. EPISODE HIGHLIGHTS & TIMESTAMPS: 05:00 - The Competing Values Culture Model Overview 10:30 - Unpacking the Accidental Adhocracy 16:00 - The True Cost of Novelty-Seeking and Chaos 21:30 - Exploring the Accidental Clan Culture 27:00 - Navigating Conflict Avoidance and Accountability 32:30 - Assessing Your Business Culture Honestly 37:45 - Taking High-Leverage Corrective Action 40:17 - Intentional Culture Design for ADHD Founders Organizational Psychologists Quinn & Cameron identified that 90% of companies worldwide fall into one of these four types of company cultures in their Competing Values Culture Model:
Most founders with ADHD unintentionally create either:
3-Step Plan to Build Your Business Culture on Purpose 1. Honestly Assess Your Current Culture Ask tough questions—from “Who really solves problems here?” to “How many projects did we actually finish this quarter?” 2. Get Real About What’s Working… and What’s Not List out where your accidental culture is winning—and where it’s burning you or your team out. 3. Pick ONE High-Leverage Change Don’t try to overhaul it all. Make one intentional hire (like a project manager or COO) or put a single new process between your ideas and your team. Act, observe, and iterate. You get to choose your culture. The question isn’t if your ADHD is shaping your business, but how. About the Host, Diann Wingert: Drawing from her experience as a psychotherapist and serial business owner and her understanding of ADHD, Diann empowers founders to understand the default culture their ADHD brain creates, and shows them how to transform it into a purpose-driven environment that supports both their goals and the well-being of their team. Sharing is Caring Know a fellow ADHD founder who’s quietly fighting fires (or fighting themselves) every day? They might need this wake-up call, too, so be a pal and share the episode. Want one-on-one support? If you’re ready to intentionally design a company culture that works with your ADHD, click here to book a free consultation. It’s the first step to transforming what you’re building intentionally through expert ADHD entrepreneur coaching. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Using Joy to Fuel Productivity for Neurospicy Entrepreneurs with Alexis Hope | 17 Feb 2026 | 00:35:52 | |
Conventional advice often frames neurodivergent traits as operational liabilities rather than competitive advantages. When daily expectations clash with intuitive problem-solving or hyperfocus, an ADHD small business owner can easily waste energy trying to fit a standard corporate mold. Learn how to pair practical ADHD business strategy with flexible business systems to protect your personal focus and support long-term growth. Relying on intuitive strengths rather than rigid frameworks allows an ADHD founder to streamline daily operations while staying aligned with their natural brain chemistry. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Fueling Sustainable Motivation 05:10 - Overcoming Self-Sabotage as a Business Owner with ADHD 11:25 - Redefining Joy and Success for the ADHD Founder 16:40 - Unlocking Intrinsic Drive when Running a Business with ADHD 22:15 - Practical Alignment Tools for the ADHD Small Business Owner 27:30 - Shifting from Fear-Driven to Joy-Fueled Productivity 32:45 - Managing Emotional Capacity for ADHD Business Growth 37:20 - Cultivating Authentic Fulfilment in Neurodivergent Entrepreneurship Whether you identify as neurodivergent or just want more purpose in your day-to-day, this conversation is a must-listen. Bring more joy into your work—your brain (and business) will thank you. You’ll discover:
Get ready to shake off the “just be happy” platitudes and find out what it really takes to keep your momentum and your mood up—especially when the work gets hard. About Our Guest Alexis Hope, PhD, is a designer, musician, and organizer whose work focuses on creating playful experiences that help people find joy, self-compassion, and connection with others. She received her PhD at the MIT Media Lab in 2021. As a designer, she has worked on projects across a variety of domains, including cameras for deep-sea exploration, creative learning technologies for children, artistic tools for zero-gravity environments in orbit, low-cost ultrasound machines for prenatal care in areas with limited resources, and more. Alexis is co-founder and head of product at Focused Space, a technology company that provides the building blocks for a productive and fulfilling day, helping people cut through the noise and accomplish their goals through the power of “body doubling.” Connect with Alexis Hope, PhD - https://www.linkedin.com/in/alexishopeg/ About the Host Diann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. Mentioned during this interview: Spinoza’s philosophy on happiness vs joy: https://joyfulmilitancy.com/2017/10/20/happiness-is-bullshit/ Focused Space: Body Doubling with Community Ep #293: Why Entrepreneurial ADHD Traits Don’t Always Mean You Should Start a Business If you struggle to get things done on your own but thrive with the accountability and social support of a community, Use the ADHD-ish affiliate link for a free trial and a discount on the regular membership of Focused Space. Your membership includes sessions throughout the day for productivity, planning, and deep work, with an app to track and celebrate your progress. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The ADHD Follow-Up Problem: Why You Forget Commitments and How to Fix It | 10 Feb 2026 | 00:23:21 | |
If you find yourself constantly playing catch-up on commitments, the issue isn't a lack of discipline—it is how executive function in business impacts follow-through. Impulsive generosity and working memory limits often leave an ADHD small business owner overcommitted and exhausted. This episode addresses why forgotten follow-ups happen and how to implement supportive business systems for ADHD entrepreneurs. By designing functional ADHD business operations around your natural capacity rather than forcing traditional productivity advice, you protect client relationships and create a sustainable ADHD business strategy tailored to your brain. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Operations and Working Memory Breakdown 04:15 - Why We Drop Commitments Running a Business with ADHD 09:30 - Essential Business Systems for ADHD Entrepreneurs 14:50 - Externalizing Follow-Up Systems for the ADHD CEO 19:25 - Practical Accountability Tools for the ADHD Small Business Owner Six Reasons Why ADHD Brains Fumble on Follow-Throughs
Fixing the Fumbles: The 3 Stage Follow-Through Filter Stage 1: Before You Promise—Hit Pause Stop defaulting to “Yes.” Try the 3-second rule: pause and ask yourself, “Can I do this in the next two minutes, or do I need a system?” If not, set a realistic timeline and use a pre-memorized script to acknowledge the request and buy yourself time (“Let me check my bandwidth and follow up by Friday”). This small delay protects you from impulsive overcommitment. Episode #297 is all about ADHD overcompensating, so check it out here. Stage 2: During—Context-Specific Capture Systems Don’t rely on a single capture tool. Customize your approach for the context:
Stage 2.5: Consolidation Ritual This is the missing link: a daily download. Set aside 10–15 minutes to process all those voice notes, texts, chat exports, and handwritten scribbles. Move tasks to your main management system. Out of sight means out of mind—make sure everything lands where you’ll see it. Stage 3: After—Clarify and Reality-Check Commitments Review: Is the task “in scope,” or are you picking up unneeded extras? Can you delegate? What’s the minimum viable follow-up? Set realistic deadlines and buffer time; use a timer to limit over-investment. When (Not If) You Fumble: Damage Control Nobody gets it perfect. When you drop the ball, acknowledge it fast—“I promised that resource and spaced. Here it is.” Skip the drama and excuses, don’t mention your ADHD, just deliver and move forward. Follow-Through Builds Reputation—and Self-Trust Your professional reputation and personal confidence aren’t built on intentions—they’re built on consistent, visible follow-through. The good news? With systems tailored for ADHD brains, you can turn scattered promises into completed commitments. About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, serial business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. Ready for more strategies? Subscribe to Diann Wingert’s ADHD-ish newsletter on LinkedIn for episode highlights and actionable tips in written form, helping you make real progress every week. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| 3 Hard Truths, 0 Fucks Given, 0 Apologies: Lessons Learned from Podcasting My Way to 300 Episodes | 03 Feb 2026 | 00:33:55 | |
Mindset challenges in neurodivergent leadership rarely boil down to a simple lack of confidence. Imposter syndrome, persistent perfectionism, and deep-seated rejection sensitivity often stem from years of trying to force standard corporate frameworks onto a brain that naturally processes focus, risk, and motivation differently. Real progress happens when you align your internal habits with your actual cognitive strengths. Integrating supportive ADHD business coaching with structured business systems gives an ADHD entrepreneur the foundation needed to handle decision fatigue, protect daily energy, and run a resilient company. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Unapologetic ADHD Business Strategy for Sustainable Success 03:50 - Hard Truth 1: Radical Ownership as a Business Owner with ADHD 08:15 - Hard Truth 2: Ditching Neurotypical Standards when Running a Business 13:10 - Hard Truth 3: Boundary Setting for the ADHD CEO 17:45 - Building Unshakable Confidence as an ADHD Founder If you’re ready for tangible insight (and a few uncomfortable truths), this is your episode. Here are the 3 Hard Truths Every Entrepreneur with ADHD Needs to Hear: Your self-doubt isn’t wisdom—it’s unaddressed trauma. That overthinking, need for certainty, and analysis paralysis? It’s not you being “strategic”—it’s the residue of years spent feeling “not enough.” The real challenge is rebuilding self-trust so you can act boldly, even if you’re terrified of being wrong. There’s no magic pill or “perfect” system. Stop believing the next planner, project management tool, or “ADHD-friendly” hack will make entrepreneurship comfortable. Success means tolerating discomfort, not shopping for something to eliminate it. ADHD is not your get-out-of-jail-free card. Acceptance isn’t hiding behind your diagnosis—it's doing the tough, creative work to adapt and grow. “I have ADHD, so I need to figure out how to do this differently” is where real progress begins. Zero F*cks Given: To “fulfilling my potential” (an ever-moving target designed to keep you feeling not enough). To being “too niched” (connection and impact mean more than pleasing the masses). to ADHD diagnosis gatekeeping (if this content helps and you see yourself here, you belong). What I WON’T apologize for:
The bottom line? Consistency doesn’t come from trying to “fix” yourself—it comes from radical self-acceptance, messy action, and getting honest about what really stops you. If you’ve been waiting for the “right” moment, the perfect plan, or permission, the only way to get clarity is to take action. About the Host Diann Wingert brings decades of experience as a psychotherapist and now a sought-after coach to entrepreneurs with ADHD traits. Her style is direct, strategic, and always honest—peppered with the insight of someone who lives and breathes the neurodivergent experience. Known for her candor and her refusal to compromise on what matters, Diann Wingert is a fierce advocate for self-acceptance and meaningful growth at the intersection of neurodivergence and entrepreneurship. If this episode inspired or challenged you, Diann wants to hear about it! Links to several ways to let her know are right here: Leave a review and let Diann know what resonated, challenged, or inspired you. Send Diann an email, DM her on LInkedIn or leave a voice message on her website. Diann responds personally to everyone. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| ADHD and Working Memory Challenges: The Business Problem Nobody's Talking About | 27 Jan 2026 | 00:28:26 | |
When you try to keep every project detail, client follow-up, and task list stored in your head, executive overload is guaranteed. Unpredictable working memory makes daily operations feel like a constant battle against forgetfulness, draining precious time and focus. Outsourcing your memory to simple, external business systems instantly frees up mental real estate. Supported by targeted ADHD business coaching, these structures keep critical details visible so nothing falls through the cracks—allowing you to run your business with total clarity. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Operations and Working Memory Deficits 04:15 - Hidden Operational Costs for the Business Owner with ADHD 09:20 - Designing Business Systems for ADHD Entrepreneurs 14:40 - Offloading Mental RAM when Running a Business with ADHD 18:55 - Actionable ADHD Business Strategy for Daily Execution What You'll Learn in This Episode:
Actionable Strategies to Outsmart Your Working Memory Build External Systems:
Automate and Template:
Optimize Your Cognitive Capacity:
About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. Resources Mentioned During the Episode
Let’s put insight into action: Ready to make your business less chaotic and way more effective? Pick ONE recurring task you’ve been trying to keep in your head and turn it into a system — make a checklist, create a template, whatever works for you. Your future self will thank you! And if you loved this episode (or you’re new to ADHD-ish), follow/subscribe right now so you don’t have to remember to search for it next time. For 1:1 customized help building ADHD-friendly systems that stick, check out Diann Wingert’s coaching at www.diannwingertcoaching.com. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Adding Novelty in Your Business with Pop-Up Offers with Erin Ollila | 20 Jan 2026 | 00:45:42 | |
Welcome back to ADHD-ish! Long, complex launch campaigns often lead straight to burnout for neurodivergent founders. When a sales process requires months of sustained focus and heavy administrative upkeep, keeping up the necessary momentum becomes exhausting. Mini-offers give you a faster, lower-friction path to convert audience interest into real revenue. Building these bite-sized services into your broader ADHD business strategy lets you test new ideas quickly, protect your bandwidth, and maintain steady income without the stress of an all-or-nothing launch. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Leveraging Dopamine and Novelty 04:20 - Designing High-Converting Pop-Up Offers for ADHD Entrepreneurs 09:15 - Driving ADHD Business Growth Through Short-Term Campaigns 14:40 - Managing Execution Friction when Running a Business with ADHD 19:30 - Strategic Offer Rotations for the ADHD CEO Here’s what you’ll learn from this episode:
About our Guest: Erin Ollila is a content strategist & conversion copywriter with 15+ years helping brands and publications connect through strategic content. She’s the founder of EO Copy Co., the host of the “Talk Copy to Me” podcast, and a fellow entrepreneur with ADHD. Connect with Erin: Website - LinkedIn - Instagram Was this episode THE ONE that is prompting you to leave a 5-Star rating and review? Do it! Here’s the link for Apple or Spotify: https://lovethepodcast.com/adhd-ish Already left your review and want to share a comment on Spotify? I’d love to hear from you and respond personally to every one! © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| "Enough Already": Breaking the ADHD Habit of Overcompensating in Your Business | 13 Jan 2026 | 00:20:22 | |
Chronic exhaustion in business rarely comes from a lack of passion. For neurodivergent founders, burnout usually stems from sustained executive dysfunction, masking, and managing daily operations without structures aligned with natural energy patterns. Restoring your bandwidth requires practical operational adjustments rather than quick-fix self-care trends. Integrating sustainable business systems with tailored ADHD business coaching gives an ADHD business owner room to delegate stress, protect daily capacity, and rebuild steady momentum without sacrificing revenue. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Breaking Perfectionism Loops 04:15 - Why the Business Owner with ADHD Overcompensates 08:50 - Uncoupling Self-Worth from Workload as an ADHD Entrepreneur 13:30 - Establishing Healthy Boundaries when Running a Business with ADHD 18:10 - Sustainable Capacity Management for the ADHD CEO What you’ll learn: 1. Why your “enoughness meter” is so damn hard to read. Diann Wingert explains how, for entrepreneurs with ADHD, it’s not about laziness or lacking motivation—a lot of us just genuinely can’t judge when a task is finished. 2. The two main tracks that shaped your patterns: Are you the “overachiever” always collecting gold stars, or the “compensator” trying to cover every base (and then some) out of fear of dropping the ball? Maybe both? You’ll discover your origin story—and why it matters. 3. The “Enough Already” Framework (it has five parts!). Get real, actionable tools—like calibration questions and the Enough Algorithm—to help you finally stop overdoing and start celebrating what’s truly “good enough.” 4. How to tell the difference between flow state and fear state. If you keep working because you’re energized, great! If you’re pushing through out of anxiety or fear, Diann Wingert shares how to spot the signs and what to do instead. 5. How to set micro-commitments and collect EVIDENCE that enough really is enough. Try out the practical scripts and journaling prompts, and learn to recalibrate that internal workload meter (it CAN be done!) Mic Drop Moment: "Enough isn't about lowering your standards. It's not about doing mediocre work, striving for the bare minimum, or simply not caring enough to do better. It is about directing your excellence strategically instead of indiscriminately." Try It With Me Pick your area. Make a micro commitment. Collect your evidence. And then—here’s my ask—email me and tell me what happened when you stopped at enough. I want to hear where you struggled, what surprised you, and how it felt when it finally got easier. We’ve run past the finish line for too long, measuring our value by exhaustion instead of impact. Now’s the time to recalibrate. And if you want the full road map, join me on ADHD-ish—I’m here every week, sharing the hard-earned lessons I’ve learned (sometimes the hard way), and cheering on every step you take towards “enough.” Ready to try? I’d love to hear your story. Email me at diann@diannwingertcoaching.com or DM me on LinkedIn About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The Neurodivergent Edge: Redefining Strength in Relationships & Business, with Dante Assad Williams | 06 Jan 2026 | 00:34:18 | |
Traditional leadership models expect a linear, predictable path to business growth, which often leaves neurodivergent women struggling against rigid corporate standards. Attempting to fit into traditional executive molds creates unnecessary friction, leading to chronic overworking and executive exhaustion. Authentic success happens when you build a company around your natural cognitive strengths instead of fighting them. Pairing customized business systems with targeted ADHD business coaching allows women founders to lead with clarity, protect their boundary lines, and scale their impact sustainably. EPISODE HIGHLIGHTS & TIMESTAMPS: 06:30 - The Origin and Meaning of "Neurobaddies" 13:15 - Overcoming Negative Childhood Conditioning and Self-Trust 20:00 - Navigating Vulnerability and Escaping Toxic Relationships 26:45 - Leveraging ADHD Traits as Business Superpowers 32:00 - Embracing Authenticity and Redefining Strength What’s Inside This Episode? Here are 5 keys you’ll learn in today’s convo:
Guest Bio: Dante Assad Williams, PsyD (Dr Dante) is a Minneapolis-based psychologist, adjunct professor, entrepreneur, and social media influencer who highlights the unique strengths of neurodivergent women in relationships and in business. With lived experience as a neurodivergent (ADHD) man, and a viral TikTok following built on his unapologetic appreciation for "neuro baddies," Dr. Dante brings authenticity, deep understanding, and hope to every conversation about mental health, relationships, and business. His body of work is centered on neurodivergence, trauma, and holistic masculinity. Connect with Dr Dante: TikTok - Instagram - 5 Keys to Know if You’re a Neurobaddie Fun Fact from the Episode: Dr. Dante named “neurobaddies” on a whim in a 10-second TikTok video? He didn’t expect it to go viral—but now, it’s a movement with merch on the way! (Yes, T-shirts are coming!) Is it time to build more balance and sustainability into your business? I have two openings for one-on-one coaching engagements, starting this month. The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurobaddie business brains. © 2026 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The ADHD Brain's Year-End Inventory (That Has Nothing to Do With Goals) | 30 Dec 2025 | 00:17:16 | |
Rigid time blocking and strict daily agendas rarely work for neurodivergent entrepreneurs. Forcing your brain into a inflexible schedule creates immediate resistance, leading to frustration, shame, and complete task avoidance when plans inevitably derail. Effective business operations depend on momentum rather than rigid timelines. Dynamic workflow frameworks combined with practical ADHD business strategy give an ADHD founder the structure needed to hit key milestones while accommodating energy shifts and sudden hyperfocus. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Year-End Reflection Without Goals 04:15 - Auditing Energy and Capacity as an ADHD Entrepreneur 08:50 - Evaluating Wins as a Business Owner with ADHD 13:30 - Releasing Outgrown Commitments when Running a Business with ADHD 17:05 - Mindful Transition Strategies for the ADHD CEO Instead of one more system to make you feel “less than,” I’m serving something totally different—a simple, honest inventory. Just three lists: Energy, Money, Time. Here’s the breakdown: Energy Inventory
Money Inventory
Time Inventory
Subtraction is Strategy Every time I let go of what wasn’t working, the good stuff got even better. So maybe your “stop doing” list is more important than any “to-do” list. Eliminate the clients, offers, or systems that drain you, no matter how much they pay. Permission granted to not start that newsletter, podcast, or YouTube channel you’ve been “planning” for two years. Final step: Commit to ONE thing that’s already working and carry it forward. Whether it’s sticking to your creative window or leaning into your night owl energy, just one thing that fits your brain. For me, it’s this podcast. No pressure, no massive goals, no breakthroughs required. 2026 is happening no matter what. Go in knowing what energizes, pays, and fits your unique brain—and that’s your built-in advantage. Mic Drop Moment: “We're great at building these complex offers that we think people want. We spend months perfecting the positioning, creating the fancy framework, building out the whole fricking thing. And then we're genuinely shocked when that simple little thing we threw together in an afternoon is the one that actually makes more money.” About the Host: Diann Wingert (she/her) is a seasoned coach, consultant, and the creator/host of ADHD-ish. Drawing from her many years of experience as a former psychotherapist, business owner, and someone who thinks "outside the box," Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and business ownership. Enjoyed the Episode? Have you been enjoying ADHD-ish in 2025? Leave a review and let Diann know what resonated, challenged, or inspired you. Your feedback helps ADHD-ish reach more listeners who need to hear more honest conversations about being a neurodivergent entrepreneur. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Chasing Butterflies: Managing ADHD Idea Overwhelm as a Serial Entrepreneur, with Sarah Dowd | 23 Dec 2025 | 00:42:57 | |
Constant creative inspiration can easily turn into operational chaos without a clear evaluation process. When every new idea feels urgent, an ADHD entrepreneur risks abandoning core projects mid-way to chase novel concepts that yield minimal revenue. Systematic evaluation filters prevent costly detours without stifling your natural creativity. Simple vetting frameworks backed by clear ADHD business strategy help neurodivergent founders separate profitable opportunities from shiny objects, protecting focus and long-term momentum. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy for Managing Creative Idea Overwhelm 05:10 - The Serial Entrepreneur Trait and Shiny Object Syndrome 11:25 - Triage Systems for the Creative ADHD Entrepreneur 16:40 - Filtering New Ideas as a Business Owner with ADHD 22:15 - Structuring ADHD Business Operations Around High-Impact Focus 27:30 - Preventing Idea Fatigue when Running a Business with ADHD 33:00 - Execution Frameworks for the Multi-Passionate ADHD Founder 37:45 - Scaling a Business with ADHD Without Daily Distractions Who This Episode Is For
The Big Idea Having an ADHD brain means you're wired for abundant creativity. The challenge isn't generating ideas—it's knowing which ones deserve your energy and how to move them from concept to completion without burning out or abandoning ship halfway through. Sarah's approach: treat your ideas like they matter, but give them structure so they don't hijack your focus. What to Listen For The Reality of Being a Creative Polymath For many ADHD entrepreneurs, being interested in multiple things isn't a distraction —it's how they’re built. Sarah explains why being a polymath is actually an advantage in today's business landscape, as long as you set boundaries around what gets your attention. The "Catching Butterflies" System: Capture, Connect, Structure, Iterate, Express, Reflect Sarah walks through her six-stage process for managing creative output. It starts with capturing every idea without judgment, then moves through connecting related concepts, building structure around the keepers, iterating on them, expressing them in the world, and reflecting on what worked. Simple in concept, powerful in practice. Using AI as Your Digital Thought Partner Both Sarah and I use AI tools (ChatGPT, Claude) to externalize our thinking. Instead of letting ideas swirl in our heads, we dump them into our AI assistants to help us organize, connect dots, and build project folders. It's like having a patient colleague who never gets tired of your tangents. The 3D Jenga Model for Interconnected Projects Rather than treating each business or project as a standalone tower that could topple, Sarah visualizes her work as a 3D Jenga structure. Each piece supports the others. When one idea doesn't work out, the whole thing doesn't collapse—the remaining pieces actually get stronger. Energy Management Over Time Management Reflection isn't self-indulgence—it's how you build a feedback loop that keeps you moving forward. Regular check-ins about how you feel, what your vision is, and whether your projects still serve that vision help you stay aligned instead of spinning your wheels. Why This Matters If you've ever been told you're "too much," or felt guilty about having too many interests, this episode offers permission to work with your brain, instead of trying to conform to any norms. You'll walk away with practical strategies for managing creative chaos and the confidence that being a polymath entrepreneur isn't a problem to fix—it's a creative operating system that needs the right infrastructure. Connect With Our Guest, Sarah Dowd Sarah Dowd is a cultural strategist and creative entrepreneur with 25+ years of experience transforming heritage and culture into immersive, inclusive experiences and developing cultural organizations. She is the founder of The Tricolor Collective – a £1m-turnover agency behind pioneering initiatives such as the UK’s first social-impact heritage disposals program– as well as Les Raconteurs and Heritage, Culture & Crafts for All. Navigating a late ADHD diagnosis, Sarah champions neurodiverse leadership, proving that creativity, joy, and disruption are powerful tools for lasting change. Sarah’s Substack on Chasing Butterflies: https://substack.com/inbox/post/177719859?r=pzapf&utm_medium=ios&triedRedirect=true Sarah’s website - Podcast - Instagram - LinkedIn "I believe the key to happiness is someone to love, something to do, and something to look forward to." -Elvis Presley How do YOU capture your creative ideas and see them through to the finish line? I’d love to hear from you! Share your comment on this episode on Spotify Leave a voice message on my SpeakPipe © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Why Entrepreneurial ADHD Traits Don’t Always Mean You Should Start a Business | 16 Dec 2025 | 00:26:05 | |
Running a business is often framed as the ultimate path to freedom, yet entrepreneurship can present unique challenges for a business owner with ADHD. When traditional business systems clash with executive function demands, managing daily operations can feel overwhelming without alignment. This episode explores whether full-time business ownership aligns with your strengths and reveals alternative ways to leverage your talents. Discover how evaluating your ADHD business strategy and leadership style helps every ADHD entrepreneur create sustainable success on their own terms. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Coaching on the Entrepreneurship Myth 04:30 - Hidden Realities of Running a Business with ADHD 09:40 - Evaluating Capacity for the ADHD Small Business Owner 15:15 - Alternative Career Paths for the ADHD Entrepreneur 20:10 - Aligning Personal Strengths Over Social Expectations Three key takeaways: Entrepreneurial traits ≠ Entrepreneurial career: You can be creative, visionary, and disruptive without having to start your own business. Don’t fall for the myth that employment is “settling.” Intrapreneurship unlocks impact & stability: Express your entrepreneurial strengths inside an organization. Lead without authority, innovate processes, and treat your role like you own it—while benefiting from structure, resources, and a steady paycheck. Signs that traditional employment isn’t right for you: Not everyone is meant to shine as an intrapreneur. If every manager is a nightmare, structure feels suffocating, or your best ideas die in committee, maybe going solo is your move. But it’s all about matching your brain and real life with the right path—not shame, not hustle-culture FOMO. Workplace roles & cultures where ADHD-ish traits thrive: Look for product development, business strategy, internal consulting, startups, project-based work, or innovation labs. Go where experimenters are rewarded, hierarchies are flatter, and outcomes matter more than bureaucracy. Mic Drop Moment: “Infrastructure isn't the enemy of innovation. Structure, when it's the right structure, is what lets your brain do what it does best without getting derailed by all the shit you hate doing." Action Step: Take 10 mins for honest self-reflection. Where do you really do your best work? What structure supports you? Then, make the choice that serves your life—not LinkedIn optics or anyone else’s expectations. About the Host: Diann Wingert is a seasoned business coach, consultant and speaker. Drawing from her many years of experience as a former psychotherapist, serial business owner, and someone who thinks "outside the box," ADHD-ish host, Diann is known for her straight-talking, no-nonsense approach to the intersection of neurodiversity and the world of work. Enjoyed the Episode? Share your thoughts! Leave a review and let Diann know what resonated, challenged, or inspired you. Your feedback helps ADHD-ish reach more listeners who need to hear these honest conversations. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Attract, Don't Chase: Relationship Marketing & ADHD with Cat Orsini | 09 Dec 2025 | 00:38:23 | |
High-pressure sales and constant outreach often exhaust a business owner with ADHD. When traditional marketing models force unnatural friction, client acquisition quickly drains cognitive energy and momentum. Authentic relationship marketing creates a more sustainable pathway by focusing on natural connection over chasing leads. By aligning your ADHD business strategy around genuine trust, you protect your energy, simplify growth, and build lasting client loyalty as an ADHD entrepreneur. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Relationship Marketing And ADHD 04:15 - Why Automation Strengthens Human Connection 08:30 - Attract, Don’t Chase Clients 13:00 - Using Behavioral Data In Marketing 17:15 - Creating Systems That Feel Human 21:30 - From Outsider To Neurodivergent Entrepreneur 26:00 - Radical Self-Acceptance And Unmasking 32:00 - Building A Business Around Your Strengths Episode Highlights: Strategic Relationship Marketing vs. Automation Cat breaks down why automation and relationship-building aren’t mutually exclusive—and how smart systems can let neurodivergent business owners focus on authentic, meaningful connections. Attract, Don’t Chase Move over “hustle culture.” Cat and Diann discuss how building genuine relationships and letting people self-select nurtures business without the creepiness or pressure of hard selling. Neurodivergent Thriving in Business How Cat’s ADHD and autism traits fuel her ability to notice patterns, create unique solutions, and support her clients in efficiently reaching their goals. Automating the Human Touch Learn how emails, follow-ups, and event workflows can be automated, freeing up energy for one-on-one connections with those who are ready for deeper engagement. Ethical Reciprocity & Non-Bro Marketing Cat outlines how heart-centered reciprocity builds lasting relationships and why neurotypical tactics often miss the mark for neurodivergent individuals. Meet our Guest: Cat Orsini Cat Orsini has an MBA, is a master-certified coach, an entrepreneur, and co-author of the book "Experts Never Chase." She specializes in relationship marketing, strategic conversations, and building automated systems that allow her—and her clients—to focus on human connection over busywork. Through radical acceptance of her neurodivergence and trauma history, Cat has crafted a career and life that honors her strengths and refuses to squeeze herself into a neurotypical mold. Links & Resources:
Know someone who identifies with ADHD + Autism (officially diagnosed or not…)? Think this episode would inspire them? Here is the link to share it with them, in the most comfy way possible: https://bit.ly/episode-blog-292 © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Redefining Success After Loss: An ADHD-Informed Approach to Grief & Burnout: a Client Success Story Episode with Steph Cotrell | 02 Dec 2025 | 00:37:25 | |
Welcome back to ADHD-ish! Building and rebuilding a business as an ADHD entrepreneur often requires navigating emotional labor, exhaustion, and hidden blind spots. Host Diann Wingert sits down with client Steph Cotrell to discuss setting clear boundaries, managing business operations, and reshaping a sustainable business model following unexpected loss. Discover how an ADHD-informed business strategy helps you re-evaluate your foundation, navigate burnout, and redefine success on your terms. If you are a business owner with ADHD seeking sustainable ADHD business coaching and authentic growth without sacrificing well-being, this conversation offers clarity and an actionable path forward. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Building A Business With ADHD Traits 04:35 - Scaling Burnout Instead Of Business Growth 09:10 - Setting Boundaries And Redefining Collaboration 13:45 - Redefining Success Around Family And Values 18:20 - Grief, Loss, And Business Flexibility 23:05 - Creating A Sustainable ADHD Business 27:40 - Finding Your Niche Without Overthinking 32:15 - Taking Action Through Uncertainty And Loss Here are 3 key takeaways from this conversation: Scaling “as-is” can scale your problems, not just your profits: Before trying to grow, pause to check if your foundation—relationships, workload, boundaries—truly supports the life you want.
Mic Drop Moment: "You don't have to be the glue holding all of this together. If you enjoy working with them, work with them, and if you don't, don't." Connect with Steph Cottrell: Website: https://www.blueelephantcreative.com LinkedIn: https://www.linkedin.com/in/bluelecreative/ How Steph discovered me: ADDItude Magazine webinar: “How to Build a Business That Works for Your ADHD Brain” Want to hear more Client Success Stories? Click here for the custom playlist Is it time to redefine your success as a business owner with ADHD? I have two openings for one-on-one coaching engagements, starting in January. The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| The Big Questions Every Business Owner Needs to Ask, with Jessica Lackey | 25 Nov 2025 | 00:40:43 | |
Many entrepreneurs struggle with online tactics and shiny promises that lead to overwhelm rather than sustainable results. In this episode of ADHD-ish, host Diann Wingert and business strategist Jessica Lackey explore how an ADHD small business owner can re-evaluate core strategy and align business operations with authentic goals. Discover how an ADHD-informed business strategy helps you create a solid foundation instead of gambling on short-term trends. If you are a business owner with ADHD looking for grounded ADHD business coaching to align your offer, energy, and values, this conversation delivers essential insights for sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Leaving The Entrepreneurial Casino 05:00 - Strategy Over Tactics For Sustainable Business 10:00 - The Five Big Business Questions 15:00 - ADHD And Entrepreneurial Overstimulation 20:00 - Defining Enoughness And Business Success 25:00 - Embracing Your Business Stage And Pace 30:00 - Intentional Constraints And Creative Autonomy 35:00 - Decision-Making Frameworks For Neurodivergent Entrepreneurs Top Takeaways from this Episode: Start with Strategy, Not Tactics: The endless cycle of purchasing the latest digital course or marketing hack often leads to overwhelm, wasted resources, and lost confidence. Sustainable businesses are built on strategy and thoughtful decision-making, not reactive, one-size-fits-all tactics. Ask Yourself the Big Questions: Before chasing the next big thing, get clarity on key fundamentals:
Don’t Compare Your Solo Journey to the Big Players: The polished marketers often have large teams and structures flattening out the chaos. If you’re a team of one (especially with an ADHD-ish brain), your output and path will—and should—look different. There’s power in slowing down, cutting through the noise, and building a business that fits you—not a casino of empty promises. About Jessica Lackey Jessica Lackey is the founder of Deeper Foundations, a consulting and training firm that helps expertise-based business owners grow and scale sustainable companies rooted in stronger business foundations. She brings a unique blend of corporate expertise and soulful business building, drawing on an MBA from Harvard Business School, a coaching certification from iPEC, and experience at McKinsey & Company and Nike, Inc. Jessica has supported over 200 entrepreneurs through her programs, blending systems thinking, operational rigor, and deep values alignment. She lives in Charlotte, North Carolina, with her husband. Jessica can be reached at https://deeperfoundations.com/ Buy the book, or get a free chapter: Leaving the Casino by Jessica Lackey Mentioned during this episode:
Want to share this episode with a friend who's still in the entrepreneurial casino? https://bit.ly/episode-blog-290 © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Boredom-Proofing Your Business: When to Renew or Release What's Lost Its Shine | 18 Nov 2025 | 00:28:07 | |
When an operational routine becomes repetitive, many neurodivergent business owners lose interest just as their offers gain stability. In this episode of ADHD-ish, host Diann Wingert shares the PROOF framework to help an ADHD small business owner evaluate whether to renew or release existing offers. Gain insights on delegating routine tasks, redesigning business operations, and structuring offers that evolve with your focus. If you are a business owner with ADHD seeking targeted ADHD business coaching to maintain momentum without constant overhauls, this discussion provides a clear blueprint for sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Why ADHD Entrepreneurs Get Bored 06:30 - ADHD Boredom And Dopamine 12:45 - The PROOF Framework For Business Offers 20:15 - Boredom-Proof Systems And Strategic Delegation 28:30 - Renew, Release, And Business Evolution 7 Things You’ll Learn From This Episode: The Real Reason You Get Bored: Learn the neuroscience of ADHD boredom and why your brain craves novelty (hint: it’s about dopamine, not discipline). The “PROOF” Framework: A practical tool to help you decide if it’s time to renew or release your business offers. How To Build Boredom-Proof Systems: Discover strategies to rotate, redesign, and reinvent your business model so you stay engaged long term. Strategic Delegation & Role Redesign: Find out how letting go of the dull stuff (or handing it off!) can reignite your passion—and even grow your business. Permission to Evolve: Why shifting your focus is not failure, but good business and good self-care. Want your entrepreneurial journey to last? Build boredom-proofing in from day one.
And, most importantly, give yourself grace when you need to pivot, change, or retire offers. Evolution isn’t failure; it’s strategic adaptation. Fun Fact from This Episode: Did you know that constraints—NOT unlimited freedom—are actually better for the ADHD brain? Giving yourself playful “rules” can boost creative energy and bring the spark back to your work. Next Steps: Download the FREE cheat sheet and put the PROOF framework to work today. Re-listen to Ep #277_ “The Soulmate Phenomenon: How ADHD Fuels Idea Infatuation In Your Business” It’s the other side of the same coin! Mentioned in this episode: Episode # 288 “ADHD is Not Just in Your Head: Exploring Embodied Neuroscience” with Dr Miguel Toribio-Mateas About the Host Diann Wingert is a seasoned psychotherapist-turned-business coach who blends neuroscience, entrepreneurial strategy, and real-life ADHD experience. Her specialty? Helping entrepreneurs design businesses around their brains, instead of fighting them. She’s the creator of The Boss Up Breakthrough coaching framework, where she brings actionable wisdom to entrepreneurs with ADHD who want a stand-out, sought-after, profitable business built on their unique brilliance, without burning out. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| ADHD is Not Just In Your Head: Exploring Embodied Neuroscience with Miguel Toribio-Mateas | 11 Nov 2025 | 00:43:04 | |
If you have spent years trying to 'hack' your dopamine with planners and external fixes, you are missing a vital piece of the puzzle. ADHD is far more than a brain-based disorder; it is a full-body experience connected to your nervous system, gut health, and daily rhythms. Diann Wingert sits down with clinical neuroscientist Dr. Miguel Toribio-Mateas to explore embodied neuroscience. Discover how shifting from external hacks to internal body awareness helps ADHD business owners build self-trust, reduce burnout, and develop a sustainable ADHD business strategy rooted in true neurodivergent alignment. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: Embodied Neuroscience Principles 04:15 - Beyond Dopamine Hacks in ADHD Leadership 09:30 - Somatic Regulation for High Performing Entrepreneurs 15:20 - Rebuilding Self Trust to Prevent Burnout 21:45 - Overcoming Hyperfocus Fatigue and Sensory Overload 27:10 - Aligning Physical Health with Strategic Execution 33:00 - Integrating Mind Body Alignment in Strategy 38:40 - Sustainable Business Practices for Neurodivergent Founders Episode Highlights:
Meet Our Guest Dr Miguel Toribio-Mateas is a clinical neuroscientist, applied microbiologist, and nutritionist whose work bridges brain, body, and lived experience. For over 2 decades, he has explored how the gut, nervous system, and microbiome shape mood, focus, and emotional balance. Dr. Miguel is an Honorary Research Fellow at Cardiff University’s School of Psychology and lectures in nutrition at the University of West London. His forthcoming book, “ADHD Body and Mind” (Jessica Kingsley Publishers) will be published in 2026. Website - LinkedIn - Instagram - Substack - Thrive With ADHD Course Make it Practical: Practice Tuning Into Your Body: Notice and respond to basic bodily needs (hunger, thirst, bio breaks, rest, or movement) instead of ignoring or suppressing them during hyperfocus or stress. Shift from External Fixes to Internal Awareness: Take time to notice what your body and emotions are asking for and explore activities that help you feel grounded and present (e.g., walks in nature, nourishment, movement, or connection). Work on Rebuilding Self-Trust: Reflect on ways to start trusting your instincts, signals, emotions, and intuition around food, rest, motivation, and needs—especially if you have a history of doubting yourself. Let Go of Perfectionism and Pathologizing: Recognize that ADHD is messy, complex, and unique to each person. Practice self-compassion and radical self-acceptance, instead of striving to“fix” yourself. Integrate, Don’t Eliminate: You don’t have to choose between mainstream (medication, structure) and holistic (nutrition, mindfulness, nature) approaches. Blend what serves you best. Was this episode THE ONE that is prompting you to leave a 5-Star rating and review? Do it! Here’s the link for Apple or Spotify: https://lovethepodcast.com/adhd-ish © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Reactive to Regulated: Managing Emotions as a Business Owner with ADHD | 04 Nov 2025 | 00:45:22 | |
Managing intense emotional reactions during high-stakes client calls or unexpected feedback presents a frequent hurdle for neurodivergent business owners. In this episode of ADHD-ish, host Diann Wingert introduces the SPACE framework to help an ADHD small business owner navigate emotional intensity and protect executive function. Gain actionable strategies for identifying personal triggers, using micro-pauses during stress, and repairing professional relationships without falling into shame. If you are a business owner with ADHD seeking targeted ADHD business coaching to maintain composure under pressure, this conversation provides practical tools to build sustainable momentum. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - Introduction: The Journey from Reactive to Regulated for the ADHD Entrepreneur 05:15 - The Emotional Rollercoaster: Running a Business with ADHD 10:30 - Recognizing the Signs of ADHD Burnout Prevention and Cognitive Load 15:45 - Navigating ADHD Executive Function and Business Decision-Making 21:00 - Developing ADHD Business Systems and Cultivating ADHD Self-Trust 26:15 - Team Leadership: Managing a Team with ADHD and Delegation 31:30 - Stepping Into the Role: Becoming an ADHD CEO and Scaling Your Business 36:45 - Final Insights on ADHD Business Strategy and Sustainable Growth I’m introducing the SPACE Framework, a practical, easy-to-remember tool designed for ADHD brains to manage those high-intensity situations. (If you love frameworks and acronyms, you’re in for a treat— your activated brain will actually remember it. Here’s a sneak peek at what you’ll learn: Spot Your Patterns: Start by noticing your personal triggers—client feedback, high-stakes moments, unclear expectations, time pressure, or those awkward money conversations. I’m sharing physical, emotional, and environmental early warning signs, so you can spot trouble before it hits. Pause the Escalation: Meet the powerful 90-second rule. Emotional chemicals peak and recede in just 90 seconds—if you don’t feed them. I share micro-pause techniques you can use in the moment (think hydration breaks, “Let me think for a second,” or strategic note-taking) to ride out the waves. Act in the Moment: When you’re already activated, it’s about damage control, not perfection. Lower your voice, slow your speech, stick to the facts— I’ve got you with scripts and tips for how to stay in control when you feel anything but. Clear the Air: Messed up? (We all do!) Learn how to take professional accountability—without over-apologizing or spiraling in shame. Clear, direct language for addressing emotional incidents and a real-world repair timeline are included. Evolve Your System: Set up prevention tools, emotional “first aid,” and recovery supports so you’re not always in crisis mode. From environmental tweaks (noise-cancelling headphones, standing desks) to business systems that support your brain, this episode covers it all. Grab Your Free Resource! To make this episode even more actionable, I created a downloadable PDF that breaks down the SPACE Framework with easy-to-use scripts and examples. Get your copy here Try ONE thing from the episode this week—maybe it’s noticing your triggers, preparing a “pause phrase,” or just putting a big water bottle on your desk before calls. Small steps, big changes. You got this! Have a friend this would be great for, but they have a job, not their own business? I introduced the SPACE framework for employees in a webinar for ADDItude magazine in September. You can share it with this link: https://bit.ly/4gMEkn4 About the Host Diann Wingert is a former psychotherapist and serial entrepreneur turned business coach, specializing in helping entrepreneurs with ADHD and other “not-so-neurotypical” brains thrive. Drawing from both her clinical expertise and business experience, Diann delivers actionable advice, real-world strategies, and a refreshingly honest perspective on building a business, balancing priorities, and protecting your most precious resources: your time and your creative energy. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Daily Habits That Make Your ADHD Worse with ADD Crusher, Alan P. Brown | 28 Oct 2025 | 00:43:06 | |
Many adults unknowingly make their ADHD symptoms harder to manage through everyday habits that drain focus and executive function. From dopamine-driven sugar cravings to revenge bedtime procrastination and screen overload, small daily routines can sabotage your brain's natural ability to regulate focus, mood, and productivity. In this episode of the ADHD-ish™ podcast, Diann Wingert sits down with ADD Crusher creator Alan P. Brown to explore simple, high-impact shifts for better ADHD executive functioning. Learn practical strategies to replace toxic habits with ADHD healthy habits and wellness practices—like portable proteins, low-friction movement, and consistent sleep hygiene—that optimize your mindset and motivation without adding overwhelm. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: Identifying Toxic Daily Habits 05:30 - The Impact of Sleep Deprivation on ADHD 11:15 - Overcoming Multitasking Traps for Focus and Productivity 17:40 - Managing Overcommitment and ADHD Entrepreneur Burnout 24:00 - Building ADHD-Friendly Routines for Peak Executive Function 30:15 - Breaking Free from Negative Self-Talk Cycles 36:40 - Sustainable Habits for Long-Term ADHD Business Success 41:10 - Actionable Steps to Improve Daily Focus Strategies Episode Overview & Key Topics
Guest Bio: Alan P. Brown Alan P. Brown created the award-winning ADD Crusher™ video program for ADHD teens/adults. Undiagnosed for decades, his untreated ADHD manifested in underachievement, substance abuse, and worse. Once diagnosed, he found it difficult to learn coping strategies from books, so he researched his own evidence-based “brain hack” strategies to fuel a successful advertising career and two start-ups. In addition to his successful coaching program, Alan is also a best-selling author and a conference and TEDx speaker. Resources mentioned during the episode: Books by John Ratey: Driven to Distraction, SPARK BJ Fogg: The Fogg Behavior Model The Huberman Lab: #1 Health Podcast BrCin-Derived Neurotropic Factor (BDNF) We covered sugar, sleep, and screens in this interview, but there are two more! Get Alan’s eBook, “5 Things We're Doing Every Day that Make Our ADHD Worse” Love this podcast and haven’t left a review yet? Here’s a link to make it easy, and hey, thanks! © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| When Less is More: The Case for a Single Offer in Your Business | 21 Oct 2025 | 00:25:20 | |
Juggling multiple services and overly complex offers often creates unnecessary operational fatigue for neurodivergent entrepreneurs. In this episode of ADHD-ish, host Diann Wingert examines how developing a signature offer framework helps an ADHD small business owner simplify client delivery and focus energy on core strengths. Discover how refining your business operations around a single flagship offer establishes clarity, boosts profitability, and prevents burnout. If you are a business owner with ADHD looking for tailored ADHD business coaching to align your services with executive function, this episode outlines a streamlined path to sustainable growth. EPISODE HIGHLIGHTS & TIMESTAMPS: 01:30 - ADHD Business Strategy and Offer Simplification 05:45 - Managing Cognitive Load with a Single Offer 10:15 - Streamlining ADHD Business Operations for Focus 15:00 - ADHD Decision Making and Sustainable Growth 19:40 - Building Scalable Systems for ADHD Entrepreneurs 5 Keys You’ll Learn in This EpisodeWhy more isn’t always better — Learn how the mental load of multiple offers can multiply (not just add) to your overwhelm. When a single offer makes strategic sense — What life circumstances and business seasons call for focusing on one thing? How a singular offer can clarify your marketing — No more juggling messages for different audiences. Say hello to SIMPLICITY and being memorable! Building flexibility within one offer — Diann shares real tactics (payment plans, pacing choices, modular components) so “single” doesn’t mean “rigid.” Taking care of your brain (and your business) — Get honest about energy, boundaries, and sustainable growth—especially if you’re neurodivergent. Fun Fact from the EpisodeRepetition actually builds mastery AND your reputation! Focusing on just one offer can skyrocket client results and make you the go-to expert—and much easier to refer to without a f*ck-ton of marketing. About the Host Diann Wingert is a former psychotherapist and serial entrepreneur turned business coach, specializing in helping entrepreneurs with ADHD and other “not-so-neurotypical” brains thrive. Drawing from both her clinical expertise and business experience, Diann delivers actionable advice, real-world strategies, and a refreshingly honest perspective on building a business, balancing priorities, and protecting your most precious resources: your time and your creative energy. Next steps: Grab Diann's self-assessment to help you determine whether a single-offer model is right for your business right now. Click here for your free copy. Coming soon: Don’t miss the next episode! Diann is joined by Alan P. Brown of ADD Crusher to discuss what you’re doing every day that is making your ADHD worse. Hit subscribe so you never miss an episode. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Neurodiversity, Intersectionality & Authenticity with Ron Sosa | 14 Oct 2025 | 00:45:50 | |
Navigating overlapping identities often forces neurodivergent entrepreneurs into adaptive behaviors like ADHD masking and code-switching. In this episode of ADHD-ish, host Diann Wingert connects with leadership coach Ron Sosa to discuss how an ADHD small business owner evaluates safety, authenticity, and self-disclosure in professional spaces. Understand how honoring neurodiversity and personal identity strengthens your overall business strategy and leadership style. If you are a business owner with ADHD looking for compassionate ADHD business coaching to foster self-acceptance while building a sustainable business, this conversation offers profound clarity and encouragement. EPISODE HIGHLIGHTS & TIMESTAMPS: 01:15 - Neurodivergent Leadership and Identity Intersectionality 07:30 - Authenticity for the ADHD Small Business Owner 14:45 - Overcoming Masking in ADHD Business Strategy 21:10 - Managing Cognitive Load in Unfamiliar Environments 28:35 - Building Inclusive Systems for ADHD Entrepreneurs 35:20 - Real-Time Decision Making with Lived Experience 42:00 - Empowering the Diverse Business Owner with ADHD 48:15 - Sustainable Growth and Authentic Leadership Principles Diann and Ron discuss the complicated layer of “family secrets”, the constant mental calculations neurodivergent and marginalized individuals make around safety and acceptance, and offer powerful insights about reclaiming agency in how we self-identify. What you’ll hear in this episode:
Guest Bio: Ron Sosa is a neurodivergent, gay, hard-of-hearing leader who has walked unconventional paths through veterinary medicine, coaching, and leadership development. From the client service desk to executive roles, his story isn’t linear, and that's a testament to resilience, reinvention, and radical empathy. Too many leaders feel like they’re wearing a mask and are exhausted from trying to fit into outdated expectations. They’re stuck managing overwhelm, struggling with conflict, and questioning whether they belong in leadership at all. They are not broken; the system is. Ron helps leaders unlearn what leadership “should” look like and rebuild from a place of clarity, confidence, and alignment with their neurotype, values, and rhythm through Syn-APT Neuroinclusive Leadership. Find Ron Sosa online: Mentioned during the episode: Elizabeth Kubler-Ross' Stages of Grief model The movie “Rainman” & how our views of autism have changed Can’t get enough of insights from other neurodivergent experts? Join Meredith Carder, Jesse J Anderson, Tayla Blair, Alice Draper and me for a FREE live roundtable discussion on “Visibility & Branding with ADHD” - October 15th at 9 AM Pacific/ 12 PM Eastern. Register NOW to attend LIVE or watch the replay! Ever wish you had been diagnosed with ADHD sooner? Want to open up a conversation about ADHD with your daughter, mother, or niece? Get your FREE copy of “Letters to My Younger Self” (22 letters from ADHD experts, including ME!) https://findtheadhdgirls.org/repository/ © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| What is an ADHD Business Coach? | 07 Oct 2025 | 00:19:51 | |
Growing awareness around neurodiversity in entrepreneurship has led to an influx of generic guidance that fails to address executive function challenges. In this episode of ADHD-ish, host Diann Wingert breaks down what distinguishes true ADHD business coach services from standard productivity coaching, helping an ADHD small business owner select the right strategic support. Discover how working with a specialized coach aligns business strategy, marketing, and operations with your unique cognitive style while protecting your time and energy. If you are a business owner with ADHD seeking experienced ADHD business coaching to build a sustainable enterprise, this episode provides a five-question framework for making an informed investment. EPISODE HIGHLIGHTS & TIMESTAMPS: 01:15 - Role of an ADHD Business Coach 05:30 - ADHD Business Strategy versus Standard Coaching 09:45 - Tailoring Business Systems for ADHD Entrepreneurs 13:20 - Overcoming Cognitive Load and Business Burnout 16:50 - Sustainable Growth for the ADHD Business Owner About the Host Diann Wingert is a former psychotherapist and serial entrepreneur turned business coach, specializing in helping entrepreneurs with ADHD and other “not-so-neurotypical” brains thrive. Drawing from both her clinical expertise and personal experience, Diann delivers actionable advice, real-world strategies, and a refreshingly honest perspective on building a business, balancing priorities, and protecting your most precious resources: your time and your creative energy. Defining "ADHD Business Coach" A major misconception is that being a certified ADHD coach with a coaching business is enough to qualify as an ADHD business coach. The truth? The skills needed for managing ADHD and those needed to build sustainable business systems for an ADHD brain are worlds apart. ADHD coaching typically zeroes in on organization, productivity, time management, and emotional regulation. ADHD business coaching requires a deep understanding of how neurodivergent thinking plays out in the areas of business strategy, marketing, operations, and client delivery. In other words, it’s about knowing not just that typical strategies fail for ADHD entrepreneurs, but why—and being able to offer effective alternatives. Here’s my checklist for vetting an ADHD business coach—myself included:
My coach approach is simple and built on three principles: Uncomplicate Your Business: ADHD brains get swamped by unnecessary complexity. Instead of piling on endless marketing channels or busywork, focus on what actually moves the needle. Eliminate the rest to avoid burnout. Uncover Your Brilliance: ADHD entrepreneurs often have wildly innovative ideas, but years of hearing they should do things a certain way dims that spark. The real magic comes from aligning offers with your strengths and values, making sales a natural conversation rather than a high-pressure hustle. Turn ADHD into an Asset: Instead of treating ADHD as something to manage, the right coach helps you turn traits like pattern recognition, hyperfocus, and flexibility into your business’s superpowers. Do You Even Need an ADHD Business Coach? Here’s a refreshing truth: not everyone needs specialized ADHD business coaching, especially if you’re still learning foundational business skills or are in the middle of a personal or professional crisis. There’s a time and place—otherwise, you might benefit more from a mentor, a course, or ADHD life coaching. I think of it as the Goldilocks effect - not too much, not too little, but just right. The ADHD business coaching field is growing, so you have more options than ever, but don’t let the noise drown out your intuition. Look for integrity, expertise, and a coach who practices what they preach. If you want to explore coaching with me, I offer no-pressure consultations to see if we are a fit and if the timing is right. Click here to find out more. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Developing Confidence as a Business Owner: a Client Success Story with CherylAnn Crego | 30 Sep 2025 | 00:33:55 | |
Balancing multiple enterprises often leads neurodivergent entrepreneurs to doubt their capacity and leadership abilities. In this episode of ADHD-ish, host Diann Wingert sits down with client CherylAnn Crego to highlight how an ADHD small business owner can cultivate genuine confidence while running multi-passionate ventures. Discover how embracing small windows of time, reframing a delayed diagnosis, and practicing targeted mindset tools help establish sustainable momentum. If you are a business owner with ADHD seeking empowering ADHD business coaching to step into leadership with clarity and ease, this client success story provides actionable inspiration. EPISODE HIGHLIGHTS & TIMESTAMPS: 01:20 - Developing Confidence as a Business Owner 07:45 - Overcoming Imposter Complex for ADHD Entrepreneurs 15:30 - Tailoring Business Systems for ADHD Success 22:15 - Self-Trust and Decision-Making in Business 28:50 - Sustainable Growth for the ADHD Founder Here are three key lessons from CherylAnn’s story for anyone managing multiple responsibilities while living with neurodivergence: Embrace the “Nooks and Crannies” of Time: You don’t always need a full day or a perfect schedule to make progress. CherylAnn leverages unexpected gaps in her day to move projects forward—proving that momentum can be built in the margins. Growth Can Mean Letting Go: Sometimes leadership requires making tough calls, like sunsetting a beloved business. CherylAnn shared how being honest about capacity and leading family and team members through disappointment is true leadership—and it’s okay to grieve business decisions. She also shares some vulnerable moments while talking about letting go of ego in service to growth. Confidence Can Be Cultivated (at Any Stage): Even as an experienced therapist, CherylAnn found new confidence by being open to coaching, embracing affirmations, and reframing challenges as opportunities to grow. A Different “Take” on a Delayed ADHD Diagnosis Cheryl Ann reflects on her midlife ADHD diagnosis and discusses how learning to build life strategies before even knowing she had ADHD turned out to be a hidden blessing. For me, some of the most satisfying things about sharing the experience and outcomes from our work are how CherylAnn came to see herself in a new way, how she embraced the role of being “the boss,” and why finding the right support (and having a little fun) is essential when choosing the right coach, especially for someone who is accustomed to figuring things out on their own. Client Bio CherylAnn Crego is the co-founder of Chef Kent Getzen, a consulting business she started with her husband, whom she lovingly refers to as “the talent.” Together, they travel across the country teaching schools how to cook from scratch, source ingredients locally, and develop essential cooking skills. Like many individuals with ADHD, CherylAnn is multi-passionate and multi-talented. In addition to being the CEO (and business brain) of the consulting business, CherylAnn is also a licensed psychotherapist in private practice, is in the midst of writing her first book, and has an extensive background in the performing arts. Mentioned during the interview
Want to hear more Client Success Stories? Click here for the custom playlist Is it time to build YOUR confidence as a business owner with ADHD? I have two openings for one one-on-one coaching engagements, starting in October. The first step is scheduling a free consultation where we talk about your goals and see if we are a good fit. Click here to book yours now. And, don’t forget to leave a comment on Spotify (I personally respond to every one) or leave a review so more ADHD-ish business owners can find THE podcast full of real talk and real solutions for neurodiverse business brains. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||
| Find Your Flow: Three Focus Day Models for ADHD Brains | 23 Sep 2025 | 00:31:39 | |
Every time you switch between calls, emails, and content creation, your brain loses momentum to context switching. For an ADHD entrepreneur or small business owner with ADHD, rigid time management systems often lead to task paralysis, overwhelm, and multitasking burnout. Protecting your energy requires a system built for neurodivergent focus. In this episode, Diann Wingert shares three tailored "Focus Day" task-batching models to help you find your flow. Discover practical strategies to protect your boundaries, step into proactive ADHD leadership, and implement an ADHD business strategy that honors your natural energy patterns and stops daily interruptions. EPISODE HIGHLIGHTS & TIMESTAMPS: 00:00 - ADHD Business Strategy: Finding Your Flow State 05:30 - The Traditional Theme Day Model for Focus 12:15 - The Energy-Driven Focus Model for ADHD 19:40 - The Sprint and Rest Method for Entrepreneurs 25:00 - Implementing Focus Day Models in Your Business About the Host Diann Wingert is a former psychotherapist and serial entrepreneur turned business coach, specializing in helping entrepreneurs with ADHD and other “not-so-neurotypical” brains thrive. Drawing from both her clinical expertise and personal experience, Diann delivers actionable advice, real-world strategies, and a refreshingly honest perspective on building a business, balancing priorities, and protecting your most precious resources: your time and your creative energy. Here’s your quick guide to Focus Days, ADHD-style: The Single Focus Scheduling Method Think of this as giving every day its own “job”—Mondays are CEO days (big picture, strategy only!), Tuesdays and Thursdays are for clients, Wednesdays for content creation, and Fridays for building connections. The magic? You get to deeply immerse in one type of work at a time—no more multitasking burnout. The Essential Three Model: Create, Connect, Consume Perfect if you don’t want to lock yourself into a five-day structure. Allocate days based on energy: Create (any kind of output work), Connect (people-focused work like client calls), and Consume (input tasks like learning or admin). You can spread these across your week however you like—and it totally honors both structure and spontaneity. The Split-Screen Approach Not all of us can devote a full day to a single focus. With the Split Screen model, you match tasks with your daily energy: deep work when your brain’s sharpest, creative or relational work when it feels right, and breaks when you need them. It’s about flowing with your energy patterns, not fighting them. Which one to try?
Protect your boundaries (and sanity): Most “emergencies” can actually wait. Create clear expectations and communicate your availability so you’re not always on call—this protects your energy, time, and creative spark. Embrace experimentation over perfection: Whether you need more structure or more flexibility, give yourself permission to tweak any system. Growth comes from iteration, not rigid adherence. Try one approach for a few weeks, then adjust as needed. Not-so-fun fact: Research shows it can take UP TO 25 MINUTES to fully recover your focus after switching tasks. And with ADHD? Yep, it can take even longer. It’s like trying to cook five different cuisines at once—the results are always a little…messy. Mentioned in this episode: Changes Diann made based on her quarterly review during a CEO Day:
Links to Diann’s three-part momentum series: If you tried one of the three Focus Day models shared in this episode, let Diann know! Leave a comment on Spotify or leave a review on Apple Podcasts Whether you crave more structure or more flexibility, you’ll leave this episode with permission to tailor your week—and your business—to what actually works for your ADHD-ish brain. © 2025 ADHD-ish Podcast. Intro music by Ishan Dincer / Melody Loops / Outro music by Vladimir / Bobi Music / All rights reserved. | |||