ADHD-ish is THE podcast for business owners with big ideas and busy brains, whether you have an “official” ADHD diagnosis, or not.
We have expanded our focus so regardless of your gender or whether you identify as an entrepreneur, soloist, small business owner, creative, independent professional, freelancer, etc) if you are driven and distracted, color outside the lines and think outside the box, this podcast is for you.
People with these traits are far more likely to start a business because we love novelty and autonomy. But, running a business can be lonely and exhausting.
Having so many brilliant ideas means dozens of projects you’ve started and offers you’ve brainstormed, but few you’ve actually launched. Choosing what to say "yes" to and what to catch and release is even harder. This is exactly why I created ADHD-ish.
Each episode offers practical strategies, personal stories, and expert insights to help you harness your active mind and turn potential distractions into business success.
From productivity tools to mindset shifts, you’ll learn how to do business your way by
embracing your neurodivergent edge and turning passion and purpose into profit.
If you're new here, I’m your host, Diann Wingert, a psychotherapist-turned-business coach and ADHD-ish serial business owner, who struggled for years with cookie-cutter advice meant for “normies” and superficial ADHD hacks that didn’t go the distance.
In ADHD-ish, I’m sharing the best of what I’ve learned from running my own businesses and working with clients who are like-minded and like-brained.
Note: ADHD-ish does have an explicit rating, not because of an abundance of “F-bombs” but because I embrace creative self-expression for my guests and myself.
So, grab those headphones if you have littles around, and don’t forget to hit Follow/Subscribe so you don’t miss a single episode. Oh, and if you love the show, reviews are appreciated and so is sharing ADHD-ish with others!
Site
RSS
Apple
Data updated on 04/10/2026
Recent rankings
Latest chart positions across Apple Podcasts and Spotify rankings.
Shared links between episodes and podcasts
Links found in episode descriptions and other podcasts that share them.
ADHD, Anxiety and the 4 Drivers That Shape Sustainable Work
Episode 334
Tuesday, September 29, 2026 • Duration 42:53
Welcome to the ADHD-ish podcast, where we explore what it truly takes to build a thriving business when your brain is wired differently. In this episode, host Diann Wingert is joined by Morra Aarons-Mele to introduce the ATAMM framework; focusing on attention, time, agency, and motivation.
Many business owners with ADHD faces intense burnout by relying on anxiety-driven habits instead of honoring personal needs. This conversation provides practical strategies for establishing radical self-acceptance, mapping your unique chronotype, and shaping a sustainable ADHD business strategy.
EPISODE HIGHLIGHTS & TIMESTAMPS:
00:00 – Entrepreneur anxiety and ADHD drivers
05:10 – Coaching strategies for resilience in business
11:25 – Smarter growth tactics and ADHD business strategy
17:40 – Small business owner challenges and solutions
23:55 – Leadership focus: guiding teams with clarity
30:20 – Accountability and delegation tips for founders
36:35 – Scaling strategies that play to your strengths
42:50 – Burnout prevention and sustainable success habits
Morra shares insights from her ATAM framework, grounded in over two decades of research and thousands of interviews, which distills the struggles and success factors of neurodivergent professionals into four actionable domains:
Attention: Understanding your personal style, harnessing focus, and protecting against distractions.
Time: Navigating time blindness, building healthy schedules, and pacing to maximize presence and energy.
Agency: Having the power to structure your environment and processes in ways that support wellbeing.
Motivation: Identifying intrinsic and extrinsic motivators that actually work for you.
One surprising truth: Gaining control of your calendar, environment, and workflows doesn’t guarantee balance or fulfillment if you don’t understand your own wiring. In fact, you're more vulnerable to burnout because you're paying the "passion tax" and your brain doesn't have an "enoughness" monitor.
Fun Fact From the Episode:
Did you know that delaying filling your gas tank (literally running on fumes) is an ADHD-ish trait? Not because of flakiness, but because life is more exciting when you turn everyday chores into a dopamine-driven game! Listen for this hilarious/ cringeworthy confession…
About today’s guest:
Morra Aarons-Mele helps leaders build strength by tuning into their inner lives. She teaches executive education at Harvard and advises global organizations on mentally healthy leadership.
Recognized as a LinkedIn Top 10 Voice in Mental Health and honored with the Mental Health America Media Award, Morra hosts The Anxious Achiever podcast and is the author of The Anxious Achiever (HBR) and Hiding in the Bathroom (HarperCollins).
Morra’s forthcoming HBR Press book, The Atypical Achiever: Leading and Thriving When Your Brain is Wired Differently, contains groundbreaking research on how neurodivergent professionals navigate leadership, and will be published in June of 2027.
Diann Wingert is a licensed psychotherapist turned business strategist and 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 neurodivergent business owners who are ready to create stand-out, sought-after, profitable businesses based on their unique brilliance.
Want to align your business with your ADHD-ish motivation, attention, agency and time?Book a free consultation with Diann and let’s talk about how I can help.
Your Brand Needs Repetition, But Your ADHD Brain Needs Novelty: What's the Solution?
Episode 333
Tuesday, September 22, 2026 • Duration 19:12
Entrepreneurial ADHD brains crave novelty, often leading to constant rewrites of core messaging. Yet your audience has barely encountered your message, and reinvention blocks true recognition and authority.
Diann Wingert reveals how to keep claims consistent while channeling creativity into fresh angles. By building new doors into the same room, you achieve sustainable repetition that connects with your audience and grows your business.
EPISODE HIGHLIGHTS & TIMESTAMPS:
00:00 - Why Your Brand Needs Repetition but Your ADHD Brain Craves Novelty
05:00 - Why You Get Bored With Your Own Messaging Too Soon
12:00 - What to Keep Fixed in Your Brand and Messaging
20:00 - How to Use Novelty Without Changing Your Core Brand
28:00 - The Core Claim, SEO, and Building New Doors Into the Same Room
Key takeaways:
Repetition is non-negotiable: Your audience hasn’t heard your core message nearly as many times as you have. Even the most engaged followers need 8+ exposures before it really sticks.
Novelty needs better boundaries: Put your creative energy into new stories, formats, and examples—but keep your core claim, signature frameworks, and offer language consistent for years, not weeks.
Build new doors, not new rooms: Use fresh angles to invite people in, but always lead them to the same core message. Changing your positioning too often kills your chance of becoming known, referred, and hired.
If you’re tempted to reinvent your message this month, pause and write your core claim in one sentence. Then, brainstorm three fresh “doors” (stories, formats, hooks) that point right back to it. Don’t let novelty wreck your focus—make it work FOR you.
The Impact of Emotional & Intellectual Intensity on Business, Relationships & Life
Episode 332
Tuesday, September 15, 2026 • Duration 47:26
What if the problem isn’t that you’re too much—but that you’ve spent years trying to fit into environments that don’t understand your intensity? Diann Wingert and Imi Lo explore what emotional and intellectual intensity can look like, and why it often gets confused with ADHD, autism, giftedness, or other labels.
If you’ve ever felt misunderstood for feeling deeply, thinking intensely, asking too many questions, or struggling inside conventional systems, this conversation offers a different lens. You’ll learn how self-awareness, skillful communication, radical self-acceptance, and finding the right environments can help you work with your intensity rather than constantly judging yourself for it.
EPISODE HIGHLIGHTS & TIMESTAMPS:
00:00 - Introduction to Emotional and Intellectual Intensity in Business
05:52 - Navigating ADHD Entrepreneurship and High-Stakes Decisions
11:45 - The Role of ADHD Executive Function in Business Strategy
17:37 - Managing Cognitive Load and Avoiding ADHD Burnout
23:30 - Scaling a Business with ADHD and Team Leadership Dynamics
29:22 - How to Build a Sustainable Systems and ADHD Business Operations
35:15 - Fostering ADHD Self-Trust and Overcoming Imposter Syndrome
41:07 - Integrating Emotional Intensity for Long-Term ADHD Founder Success
Key takeaways:
Intensity is multi-dimensional: Intensity can be emotional (feeling deeply and persistently), intellectual (a hunger for knowledge and depth), or moral (strong principles and sensitivity to injustice). These can be visible or invisible and are often misunderstood by others.
Context matters more than labels: Before seeking a diagnosis or label, ask yourself if the real issue is a misfit with your environment. As Imi Lo shares, "Nothing is wrong with a plant that’s not growing in the wrong soil."
ADHD-Friendly Marketing: Staying Visible Even When You Can’t Show Up
Episode 331
Tuesday, September 8, 2026 • Duration 24:00
“Just be consistent” is frustrating advice for entrepreneurs with ADHD because capacity is anything but consistent. This episode examines why traditional marketing expectations can lead to overwork, burnout, or abandoning visibility altogether.
The Balanced Marketing Strategy introduces three complementary forms of marketing: algorithm-based, content-based, and relationship-based. Together, they create a more resilient visibility system that continues generating awareness, credibility, and opportunities during low-capacity weeks.
EPISODE HIGHLIGHTS & TIMESTAMPS:
00:00 - Introduction: ADHD Business Strategy & Visibility Realities
04:30 - Breaking the Cycle: ADHD Burnout Prevention in Marketing
10:15 - Building Sustainable Business Systems for ADHD Entrepreneurs
15:45 - Executive Function in Business: Streamlining Content Creation
20:10 - Stepping Up as an ADHD CEO: Long-Term Growth & Self-Trust
Here’s the ADHD-friendly reframe: Stop chasing consistency through effort—and start building consistency through structure.
It’s all about setting up a system that keeps your business visible even when you’re having a low-capacity week with the Balanced Marketing Strategy which utilizes three types of marketing efforts:
1. Algorithm-Based Marketing: SEO, social media, and anything that’s discoverable through a machine. The beauty? Content you create once can keep working for you for months or even years.
2. Content-Based Marketing: Your podcast, newsletter, blog—this is where your voice and expertise shine. It’s the main way you build connection and trust, but it does require creativity and energy.
3. Relationship-Based Marketing: Networking, referral partnerships, collaborations, guest appearances—the power of other people’s momentum carrying your visibility when you can’t.
What Really Happens When Your Product Goes Viral
Episode 330
Tuesday, September 1, 2026 • Duration 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:
Find—and serve—the underserved audience. When you truly solve a need for people who’ve been overlooked, you can create explosive demand. Building something specifically for the ADHD community, with real-life empathy and nuance, was the game-changer
Prepare to adapt at warp speed. Virality can supercharge your business, but also breaks systems you thought could scale. Managing inventory, support, and planning for unpredictable spikes is a different beast
Don’t skip the foundations—even if you’re “too busy.” Invest in core systems you own—like email lists—not just social media channels. Otherwise, you’re at the mercy of algorithms or outside platforms.
Redesigning Your Business With ADHD in Mind
Episode 329
Tuesday, August 25, 2026 • Duration 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
[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.
Your Overthinking ADHD Brain Is the Best Thing About Your Brand
Episode 328
Tuesday, August 18, 2026 • Duration 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
Stop Confusing Options for Opportunities: A Practical Guide to Decision Making for ADHD Entrepreneurs
Episode 327
Tuesday, August 11, 2026 • Duration 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:
A Skeptic's View of Using an AI Coach
Episode 326
Tuesday, August 4, 2026 • Duration 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:
How Elizabeth structured the experiment (including the infamous decision matrix and her “wildly unrealistic expectations”)
Surprising (sometimes maddening) moments where AI reflected “stupid common sense” she’d never considered
What ghosting an AI tool taught her about the difference between digital and human accountability
The unexpected role of values alignment and motivation for us “rebels”
Cautionary tales about outsourcing too much trust—or too much of ourselves—to technology
Why critical thinking and intentionality are the only way these tools ever work for ADHD-ish brains
Out of Sight, Out of Mind: How ADHD Object Permanence Leaks Money From Your Business
Episode 325
Tuesday, July 28, 2026 • Duration 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 could be selling—but forgot you even have. How many revenue streams are invisible because of ADHD Object Permanence?
Your ADHD-ish ™ host
Diann Wingert, MSW is the host of the ADHD-ish Podcast, the creator of The ADHD-ish Method business strategy and coaching program and Di AI, her ADHD-informed business strategy and coaching digital clone.
Drawing from her own experiences as a serial business owner, former psychotherapist and fellow ADHDer, Diann challenges conventional business thinking, like the typical marketing advice "just be consistent,"
Through her podcast, email newsletter, webinars and blog, Diann supports entrepreneurs with ADHD to create an ADHD-friendly business and avoid both boredom and burnout.
Need Help to Implement?
My digital coaching clone, Di AI, can walk you your core marketing message and whether it’s the Room you need to stick with. Di AI is still free in beta until October 31st, so don’t wait. Sign up now and start chatting!
Want deeper support for implementing your core message and building your doors to that room in your business? Schedule a free consultation to explore 1:1 coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW.
Strength & struggle go hand in hand: Intensity can lead to profound levels of creativity, empathy, and insight—but also overwhelm, isolation, and shame if not recognized or managed. The solution isn’t to shrink yourself, but to find (or create) environments where intensity is seen as an asset.
If you have internalized the message that you are "too much," consider this: Maybe your environment - not you - is the problem. Radical self acceptance, and the courage to stop apologizing for your intensity—could be your first step toward thriving.
With three master's degrees in Mental Health, Buddhist Studies, and Global Cultures., Imi Lo has over fifteen years of clinical experience as a psychotherapist and art therapist. She has published three books: “Emotional Sensitivity and Intensity” (translated into seven languages), “The Gift of Intensity,” and “The Gift of Empathy.”
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 the creator of the ADHD-ish™ Method and host of the top-rated ADHD-ish™ podcast.
These categories almost never all fail at once. If you're running low on capacity for content, your relationships or algorithmic assets can keep generating leads and visibility, and vice versa. Far too many business owners with ADHD find out the hard way that putting all their promotion eggs in one basket makes them vulnerable to complete visibility collapse during low-energy periods.
Your Redundant (Not Balanced) Safety Net
Despite the name, the "Balanced" Marketing Strategy isn’t about splitting your effort evenly. It’s about building in redundancy, so your visibility never hinges on you always being ‘on’. It’s like having a backup generator for your business.
Try This Mini Audit
● Look back at your last 90 days of marketing activities.
● Sort them into: algorithm-based, content-based, or relationship-based.
● Find your weak spot (the thinnest category)
● Start building out the thin one - just to a functional minimum.
What’s a “functional minimum?” One evergreen asset, three referral relationships, one quarterly guest appearance
Your ADHD-ish ™ host
Diann Wingert, MSW is the host of the ADHD-ish Podcast which ranks in the top 1% of podcasts globally (Listen Notes.)
Drawing from her own experiences as a serial business owner, former psychotherapist and fellow ADHDer, Diann challenges conventional business thinking, like the typical marketing advice "just be consistent,"
Through her podcast, email newsletter, webinars and blog, Diann supports entrepreneurs with ADHD to create an ADHD-friendly business and avoid both boredom and burnout using the framework she created -The ADHD-ish Method.
Need Help to Implement?
My digital coaching clone, Di AI, can walk you through this audit and help you create a plan to fill your gaps. It’s still free (in beta) but don’t wait. Sign up now and start chatting!
Want deeper support for implementing a balanced marketing strategy in your business? Schedule a free consultation to explore 1:1 coaching with ADHD business strategist and coach, serial business owner, and former licensed psychotherapist, Diann Wingert, MSW.
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.
"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.
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.
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.
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.
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 ?
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.
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.
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.
Nothing new gets a same-day yes. That 72-hour pause is where the real magic happens (and where many “opportunities” evaporate).
Start here:
*Make an idea parking lot for every new ask or idea.
*Practice the pause: “Let me check a couple things and get back to you.”
*After 72 hours, run the 4-question test.
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?
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.
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.
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.
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.
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.
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
Discover shows related to ADHD-ish, based on actual content similarities. Explore podcasts with similar topics, themes, and formats, backed by real data.
