She's That Founder: Stop Being The Bottleneck and Lead Smarter with AI – Details, episodes & analysis

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She's That Founder: Stop Being The Bottleneck and Lead Smarter with AI

Dawn Andrews

Business

Education

Business

Frequency: 1 episode/8d. Total Eps: 186

You’re listening to She’s That Founder: the show for ambitious women ready to stop drowning in decisions and start running their businesses like the confident CEO they were born to be.

Here, we blend business strategy, leadership coaching, and a little AI magic to help you scale smarter—not harder.

I’m Dawn Andrews, your executive coach and business strategist. And if your to-do list is longer than a CVS receipt and you’re still the one refilling the printer paper... this episode is for you.

Each week, we talk smarter delegation, systems that don’t collapse when you take a nap, and AI tools that actually lighten your load—not add more tabs to your mental browser.

You’ll get:

Proven strategies to grow your revenue and your impact
Executive leadership frameworks that elevate you from manager to visionary
Tools to build a business that runs without burning you out

So kick off your heels—or your high-performance sneakers—and let’s get to work.

Tuesdays are deep-dive episodes. Thursdays are quick hits and founder rants. All designed to make your business easier, your leadership sharper, and your results undeniable.

If you’re ready to turn your drive into results that don’t just increase sales but change the world, pop in your earbuds and listen to Ep. 10 | Trust Your Gut: Crafting a Career by Being Unapologetically You With Carrie Byalick

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https://www.freerangethinking.com/
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https://hellodawn.live/ai10ways
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https://go.freerangethinking.com/ceo-clarity-call
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125 | Stop The 2 AM Decision Spiral. How Female Founders Pressure-Test Their Biggest Decision in 15 Minutes | Leadership, Delegation & Systems with AI Frameworks

Season 2 · Episode 125

Friday, December 12, 2025 • Duration 08:40

Still wide awake at 2AM, spinning through every possible scenario?

If you're stuck between the "safe" job that's slowly draining your soul and the scary leap into building something of your own—you’re not alone. But there is a way through, and it starts with asking a better question.

In this velvet-boot episode, Dawn shares a powerful client story that mirrors the decision spiral so many high-achieving women face: leave the suffocating but successful corporate job or risk the unknown building a business on your terms. You’ll learn how to pressure-test your biggest decisions—emotionally and practically—in just 15 minutes.

Because your life isn’t lived in spreadsheets. It lives on Tuesday afternoons.

If you’ve been stuck between safe and scared, this one’s your flashlight in the fog.

Download the free guide: 10 Ways AI Will Make You a Better Leader. Inside, you’ll learn how to pressure-test tough decisions using both data and emotion—plus 9 other ways to lighten your leadership load with AI.

Key Takeaways

Stop outsourcing clarity to spreadsheets. Strategy matters, but so does how your life feels at 3PM on a Tuesday.
There’s no “easy” path—just the one you can live with. Every option has a flavor of hard. You get to choose yours.
Success on paper doesn’t mean success in your soul. If you're winning by someone else's rules, it's time to rewrite your own.
Use emotional modeling to guide decisions. Don’t just look at numbers—imagine waking up in each scenario.
Leadership isn’t just a title—it’s what you do even when you're terrified. Especially when you're thinking about the path forward for someone else.

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Want to increase revenue and impact? Listen to “She's That Founder” for insights on business strategy and female leadership to scale your business. Each episode offers advice on effective communication, team building, and management. Learn to master routines and systems to boost productivity and prevent burnout. Our delegation tips and business consulting will advance your executive leadership skills and presence.

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124 | How Female Founders Use AI to Build 90-Day Plans They Actually Execute (So You Stop Abandoning Goals by February) | AI Series Day 12 | 12 Days of AI | Leadership, Delegation & Systems with AI Frameworks

Season 2 · Episode 124

Friday, December 12, 2025 • Duration 07:57

January goals fade fast.

Let’s build a Q1 Game Plan you’ll actually execute—with help from AI and one powerful 90-day sprint structure.

By February, most goals are already forgotten. Want to be the exception? This episode shows you how to map your Q1 goal to weekly actions in 10 minutes using AI.

In Day 12 of 12 Days of AI Quick Wins, Dawn reveals how to use AI to design a Q1 plan that doesn’t collect digital dust. With one simple prompt, you’ll go from vague intentions to a milestone-driven, week-by-week plan that lives in your calendar—not your imagination. It’s how visionary founders actually get things done without burning out or getting stuck in “someday” land.

Your Day 12 Action:
Pick ONE Q1 goal that would make the next 90 days feel like a win.
Run the Q1 planning prompt in today’s episode.
Map out your January. Add it to your calendar. Then review it every week.

Key Takeaways:

Set ONE clear Q1 goal. No more wish lists—focus fuels execution.
Use the Q1 AI Planning Prompt to turn that goal into milestones, weekly actions, and priority filters.
Build from January first. If it’s not in your calendar, it’s not happening.
Tie your Q1 goal to your Weekly CEO Reset (Day 11) for consistent review and momentum.
AI helps you plan smarter, faster, and with less decision fatigue.

Resources & Links:

Related Episodes:

Day 1: Stop Overthinking ChatGPT: Free vs. $20—Which One Actually Matters for Founders

115 | Hey Girl, Stop Playing Santa and Use AI to Set December Boundaries So That You Start Q1 Energized Not Resentful | Leadership, Delegation & Systems with AI Frameworks

Season 2 · Episode 115

Friday, December 5, 2025 • Duration 09:51

Is your calendar full of holiday chaos and client deadlines, but you’re the one burning the midnight oil? A yes in December = resentment in January.

In this Thursday rant, Dawn Andrews drops a boundary-setting truth bomb every female founder needs before year-end burnout hits. If your Slack is full of time-off requests and your inbox is brimming with client deliverables, this episode shows you how to stop playing Santa and start leading like a CEO. Learn how to use AI to draft warm, clear boundary scripts that don’t make you sound like the Grinch — and walk into Q1 energized, not resentful.

Download The Feedback Fix — Get the free script-filled guide that shows you how to say what you mean without sounding harsh. Perfect for holiday boundary-setting, team feedback, and boss moves that actually land.

Key Takeaways

Yes in December = Resentment in January — Boundaries aren't mean; they're strategic and essential for sustainable leadership.
The 3 Boundary Buckets — Know your non-negotiables, your flex zones, and your intentional gifts.
Real Scenarios, Real Scripts — Dawn shares 3 holiday-season dilemmas and gives you the exact AI prompts to handle them with clarity and compassion.
Train Your AI to Talk Like You — Use AI as your boundary translator, not your boss. It works with your voice, not against it.
Leadership Is Not a Popularity Contest — Your team will respect you more when you're clear and consistent, not just "cool."

Resources & Links

The Feedback Fix (Free Download) — Scripts to help you set boundaries and give feedback that sticks.
AI for Founders Community — A safe space to test prompts and talk boundaries without burnout.

025 | Procrastiperfection and My Unanticipated Podcast Hiatus

Episode 25

Thursday, August 17, 2023 • Duration 09:18

If you're a business owner, leader, or dreamer eager for transformation and ready for a reality check served with the side of hilarity, then this is your show.

Remember that anniversary podcast episode I promised you two months ago? No? Good. Let's pretend I never mentioned it. Just kidding. In this, My Good Woman short, in this MGW short, we are unmasking the not-so-sneaky villain behind that delay.

In this episode:

To recognize the significance of personal growth over the need for external approval.
To acknowledge what slows your progress and get to the root of it
The value of embracing your flaws and harnessing the power of imperfect action.
How overcoming fear can inspire change on a global scale

This episode at a glance:
[03:48] The fear of not making it perfect; the fear of doing it wrong. I let listening to other people's examples get in the way, get in my head of making this episode.

[05:12] Because the longer we wait to start, the bigger that mountain is to climb the bigger it seems.

[05:49] There were a lot of things going on in the business. I was busy, there were things going on at home. And so it was very easy to justify my delay in recording. .

[07:20] So what if it's not perfect? The sky's not gonna fall. Chickens, won't start speaking French. And I won't be less of a boss. If it's not the most popular episode. If nobody downloads it, then I'll have it to listen to for posterity

[08:01] I wish I could like wave my magic Harry Potter wand over here and, and banish it forever. But let's be real, anytime we step up bigger. It's going to show up again.

Resources and Links mentioned in this episode:

024 | 5 Myths that Stop Women from Starting Businesses & Becoming Female Leaders

Episode 24

Thursday, April 27, 2023 • Duration 20:33

Why haven't you started your own business yet?

Is it a matter of time? Is it a matter of thinking you're qualified? Is it a matter of money? It could be security or feeling overwhelmed and not knowing what's necessary to get started.

There are so many reasons that women don't start businesses. Most of them are myths, and we will bust them today.

In this episode:

Uncover the misconceptions preventing women from stepping into the world of entrepreneurship.
Grasp the fundamentals of funding necessities for women-owned businesses.
Recognize the significance of enthusiasm over conventional business education.
Tackle the art of balancing entrepreneurial ventures with full-time jobs and self-nurturing.
Triumph over self-doubt and bolster business confidence.

This episode at a glance:

[03:29] At the time I decided to leave my corporate career, there was nothing that would have indicated I would be where I am today - which is generating high six figures in revenue, making so much more than my previous corporate salary

[04:15] To make a difference for others and not feel like I was just a small part of somebody's larger plan. And sometimes even an invisible part in someone's much larger plan.

[11:07] Successful businesses, in this space in the small business space usually are looking at a common pain point or need in the market rather than reinventing the wheel.

[14:50] Everyone who starts a business learns as they go because they've never started a business before. Once you've had one or sold one and started a new one. Then maybe you do things differently.

[18:01] There are lots of options for getting your business up and started. Don't let a narrow prescriptive view of how you think it's supposed to go or that there's a right way for it to go stop you from getting started.

Resources and Links mentioned in this episode:

023 | Navigating The Female Leadership Rollercoaster & Business Strategy, with Tracy Crossley

Episode 23

Tuesday, March 28, 2023 • Duration 44:19

Have you ever had a conversation with somebody you just met and felt like they know you better than, you know yourself. So much so you almost feel like you're sitting there naked in the chair in front of them. Well, that's the conversation I just finished with My Good Woman, Tracy Crossley.

If you are a high achieving woman who prioritizes your business goals over your mental and personal health, this episode is for you.

Tracy is committed to changing that. With her background in business, marketing, psychology, ontological coaching, and emotional intelligence, Tracy is the game changer for women leaders reinventing how they live and lead from the inside out.

In this episode, Tracy and I discuss

The three archetypes of dysfunctional CEOs
Actionable strategies for mental management
How to become a limitless leader

This episode at a glance:

[04:09] It's about your self-worth because you derive your self-worth from your accomplishment or your business, whether it's successful or it's failing.

[08:33] We can be self sabotaging without knowing that that's what we're doing. Even if we're having tremendous success, we may be struggling in certain areas.

[20:30] You may have great ideas, you may be an awesome leader in terms of strategy, but getting everybody on your page doesn't work because you don't have a lot of tolerance for people if they're not like you.

[29:43] There's a limit to how much we can achieve if we rely and lean on those old school patterns.

[39:23] You wanna make your decisions not from fear. I'm telling you, most people make it from fear. It's reactionary. It is not original in creative thought at all.

Resources and Links mentioned in this episode:

022 | Self Sabotage or Systemic Oppression: Are Women Holding Themselves Back From Being Female Leaders?

Episode 22

Thursday, March 23, 2023 • Duration 14:06

Have you ever thought about the privilege you hold as a white woman?

It's Women's History Month. As we celebrate the progress we've made as women, we also need to acknowledge that work still needs to be done and discuss why we might be the ones holding ourselves back.

Being raised by strong and self-made women, and only realizing my own privilege in my 40s, I was inspired to become an activist when I attended the 2017 Women's March. Yes, I was a late bloomer.

As the COVID-19 pandemic hit women particularly hard, I was reminded of the systemic inequalities that women still face in society, from unequal pay to lack of access to childcare.

Inspired and determined, this episode is a call for all women to come together and fight for representation and equality in all areas of society.

In this episode:

Why it’s never too late to get involved
The systemic inequalities that women face in society
The role of privilege in the fight for progress and equality
Why women's voices are essential and more powerful than we think

This episode at a glance:

[03:28] Systems of oppression are in place, alive and thriving bias exists. And we need to keep talking about it and raising awareness because without acknowledging there's a problem, you can't fix the problem

[05:52] That imposter syndrome I was feeling was more about me being concerned about what I looked like. Then being a stand, a representation of something bigger than myself.

[08:20] The pandemic highlighted the systemic inequalities that women face in society. And though we've made significant progress in the last few decades. We still face significant challenges in the workplace.

[10:07] We need to invest in women's education and skills development and in women growing and building their own businesses to ensure that they have the same opportunities as men.

021 | How Courage Can Lead You To Your Purpose As A Female Leader with Rebekah Johnson

Episode 21

Monday, February 20, 2023 • Duration 51:07

Imagine excelling at your job, finding your voice, and asking for a promotion, only to be fired as you file for divorce. Most of us would settle into the couch with a pint of Ben and Jerry's and never get up again. Instead, my good woman, Rebekah Johnson, launched a business and became an industry pioneer.

Rebekah is the founder and CEO of Numeracle, a leading expert in the telecom industry for establishing enterprise identity using their proprietary Entity Identity Management Platform™. With over ten years of regulatory government and compliance experience, businesses have leaned on Rebekah's expertise to guide them through the ever-evolving complexities of maintaining a trusted identity in a changing telecom ecosystem.

Rebekah is an active member of the FCC hospital robocall protection group and the enterprise communications advocacy coalition chair. Before founding Numeracle, Rebekah served on the FCC's Robo Call Strike Force, and we all know about those robocalls y'all. And though these are impressive credentials, Rebekah and I had a super down-to-earth conversation.

In this episode, Rebekah and I discuss

What happens when you find your voice, ask for what you want, and don't get it?
What it's like to launch a startup as a single mom
Finding your courage and purpose through building a business
How to stay motivated when things get tough
Why workplace mental health is critical to employees.

This episode at a glance:

[03:27] Not getting what you want is going to tear you down and bring you to a place where you really reflect on who you are, what matters, and what's essential in life.

[15:59] It was a calling for me. I wasn't gonna be able to sleep at night knowing that this problem existed and calls, especially healthcare calls, might not be delivered. That was a burden on my shoulders that I needed to solve.

[22:54] I need a mental health break because I'm about to completely unravel. I didn't get the job offer I wanted and just filed divorce papers. I'm scared, and I just need a break.

020 | Getting Out of Your Own Way: The Best Strategy To Overcoming Obstacles in Business as Female Leaders

Episode 20

Friday, February 17, 2023 • Duration 23:07

As a business owner, how do you know when you've gotten in the way of your growth? And who do you turn to for help? Family, friends with entrepreneurial experience, google, other business owners?

Small business owners are strapped for time and energy. Running a business with a small but mighty team is a daunting task. And we often work much longer hours than we'd like to keep up with our to-do lists.

Business growth can seem like a choice between giving up even more of our lives or, at best, staying stuck where we are.

How do you stop yourself from blocking your business growth?

In this episode:

Four ways we block our progress and how to stop
Why making big, scary commitments can be a turning point
Who to turn to for help

This episode at a glance:

[05:32] I was unwilling to receive the help I needed. It was all about being the lone wolf. I thought I had to know everything. I felt I had to know everything. I thought I had to know everything. I was afraid to be vulnerable. And let people know I didn't know things.

[08:50] It would be a game changer for my business to work with a group of people that thought like that worked like that, were committed at that level.

[09:37] It's another thing to put your money where your mouth is and commit to taking action in your business and follow through every single day.

[12:20] I doubled my business within six months of that meeting. And I couldn't have done it if it wasn't for the confidence from committing to that meeting and the plan that grew out of Lisa’s expertise.

[13:28] Despite the constant struggle to keep their businesses afloat. Many small business owners are reluctant to work with a business consultant. Getting help means that you will have to change. You will have to let go of ways of doing things and seeing yourself.

Resources and Links:

Lisa Sasevich

019 | 5 Things I'm Doing Differently In My Business This Year, The Best Strategy For Female Leaders

Episode 19

Thursday, February 9, 2023 • Duration 31:04

What was your biggest business accomplishment in 2022? What would you do differently?

As a CEO, founder, or small business owner, it’s easy to fall back on your tried and true methods for running your business. But I’ve found that if you want continued growth and success, you must stay open to new ideas and strategies.

Last year my business grew 62%! And along with it came tough lessons, lots of trial and error, and some deep reflection.

In this episode of My Good Woman, I take you behind the scenes and share three things I learned last year and five things I'm doing differently this year that have already helped my business grow —and could do the same for yours too!

In this episode:

How to effectively reflect, learn from mistakes and capitalize on wins in your business
Strategies for finding the right team members and delegating responsibility in a small business
What to document in your business to make it run better
What day theming is and why it’s better than time blocking for creative business owners
The process of launching a successful podcast including tips on investing in the right resources and building systems to keep it running

This episode at a glance:

[02:50] Starting the business felt like a gigantic risk leaving the stability and seeming certainty of corporate life more than 20 years ago. And I would do the same thing all over again today. There's no greater satisfaction than doing what I love and being able to make a difference for people.

[10:24] Don't do it yourself. You can't see the tip of your nose. You need to be able to be in a conversation with a skilled and smart marketing strategist.

[13:06] Whatever you're excited about, whatever you're dreaming about, start now and believe in yourself and do it. And get some help.

[17:58] You only have so much space in your belly. Put the best stuff in there first, the high-ticket items. And how that plays out in my business. It may mean that significantly less get started during the year, but substantially more gets done.

She's That Founder: Stop Being The Bottleneck and Lead Smarter with AI – Details, episodes & analysis

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She's That Founder: Stop Being The Bottleneck and Lead Smarter with AI – Details, episodes & analysis

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