Selling your company isn’t always a flex. Sometimes the bravest exit is walking away. If you’re “fine” but your body is screaming, this episode is for you. In this episode of The Exit Whisperer, Carrie sits down with Roslyn McLarty, co-founder of The GIST, who left a fast-growing, funded company when burnout stopped being a vibe and started being a warning sign.

We get into the unsexy truth founders don’t post: the eye twitch, the dread, the “take a long weekend” advice that solves nothing, and the moment you realize it’s not just hard — it’s misaligned. Roslyn breaks down what burnout actually is (a chronically activated nervous system), how to tell “push through” from “get out,” and why chasing outcomes (revenue, valuation, the headline) is the fastest route to losing yourself.

02:19 Meet Roslyn McLarty

04:18 Building The GIST From Scratch

05:08 Why Fundraising Was an Uphill Battle

07:24 Role Misalignment: The Silent Burnout Trigger

12:41 Hitting Burnout — And Finally Stopping

19:56 The Inner Critic That Won’t Shut Up

20:16 How Burnout Warps Business Decisions

21:22 The Emotional Whiplash of Leaving Your Company

22:19 Processing Grief, Relief, and Identity Loss

24:25 Finding Alignment After the Exit

26:16 Rebuilding Without Burning Out Again

29:50 How to Recognize and Regulate Burnout

33:44 What Every Founder Needs to Hear

Meghan built exactly the kind of business founders are told to want: flexible, profitable, and “lifestyle-friendly.” Then her 10-year-old assumed she’d be working at hockey practice — and she realized the business had quietly taken more than it ever gave back.

In this episode of The Exit Whisperer, Carrie sits down with Meghan Block, founder of Wicked Good Mom Media to unpack how a single local domain turned into a multi-market media company — and why scaling it further would’ve required giving up the one thing she wasn’t willing to lose: presence with her kids.

01:31 Meet Meghan Block: From Domain To Media Company

03:06 Building Wicked Good Mom Media

05:45 Scaling A Hyperlocal Business

10:06 The “Summer Of Mama” Reset

12:08 The Moment She Decided To Sell

12:59 Getting The Business Exit-Ready

15:01 Why Private Equity Wasn’t The Answer

15:27 Defining The Right Buyer

16:03 Protecting Financial Security After The Sale

16:17 Why She Refused A Long-Term Earnout

16:57 Finding The Buyer By Accident

18:15 When Family Becomes The Real KPI

21:35 The Boundary That Changed Everything

27:35 What’s Next After The Exit

Most acquisitions fail because founders obsess over the price — not the people. Monica Kocher built and exited two companies by doing the opposite. In this episode, Carrie sits down with Monica, a rare founder who bootstrapped and sold twice — once through a strategic partnership that became an acquisition, and once through an advisory relationship that turned into a buyer.

This is a masterclass in what most founders get wrong: thinking exits are transactions, not long-term relationships. Monica breaks down why partnering before you sell can be the difference between a smooth exit and a cultural disaster, and why letting a potential acquirer see your company up close is not weakness, it’s leverage.

01:00 Meet Monica Kocher

02:15 First Exit: Building And Selling Gugu Chew

04:08 How The Acquisition Came Together

07:15 Looking Back On The Gugu Chew Exit

08:56 Second Company: The Smart Gift Idea

11:04 Partnering With 1-800-FLOWERS

13:16 Why Advisory Boards Matter More Than You Think

13:57 Aligning Vision With Advisors Early

14:47 How COVID Changed Corporate Gifting Forever

15:15 Scaling Fast Without Losing Control

16:08 Inside The Acquisition Process

16:44 When Advisors Become Acquirers

20:34 Advice For Women Building Toward An Exit

23:43 Final Takeaways + How To Find Monica

In this episode of The Exit Whisperer, Carrie sits down with Amanda Goetz, founder of House of Wise and author of Toxic Grit, to unpack one of the most dangerous deal structures founders don’t talk about: the equity sale with no cash.

Amanda shares the full, unfiltered story of selling her fast-growing brand in an equity deal that looked “perfect” on paper — and how it quietly turned into a nightmare. We get into the emotional state founders are in when they sell, the paperwork everyone assumes gets handled, and the brutal reality of what happens when it doesn’t.

00:47 Meet Amanda Goetz

02:13 The Rise Of House Of Wise

02:42 Challenges In Fundraising

04:30 The Equity Deal (No Cash, High Risk)

04:43 When The Deal Started To Go Wrong

07:15 The Personal And Financial Fallout

10:28 Lessons Learned And Hard Advice

12:46 Decisions Made Under Pressure

13:39 Letting Go: Identity, Trauma, And Loss

14:38 When New Management Took Over

15:57 Starting Over: 2025 And Beyond

16:19 Finding New Roles And Creative Energy

16:57 From Newsletter To Book Deal

20:25 What “Toxic Grit” Really Means

23:17 The 10 Characters That Shape A Life

Your “dream exit” is probably a math problem you haven’t done yet. Gigi Lee Chang built Plum Organics to a reported nine-figure exit to Campbell Soup Company — then tells the part founders don’t talk about: dilution, losing control, and why the headline is rarely what hits your bank account.

In this episode, Carrie Kerpen sits down with Gigi Lee Chang to unpack the real trade: raising money to go faster… and watching the cap table quietly decide what you “walk away with.” We talk about the pouch pivot that changed the category, the behind-the-scenes reality of board power, and the uncomfortable truth that “entrepreneur” became a status badge — not a job description.

02:52 Meet Gigi Lee Chang

04:17 The Idea Behind Plum Organics

07:26 Early Challenges Building The Brand1

0:39 The Pouch That Changed The Category

22:07 The Shift To Plum As The Core Brand

22:55 Looking Back On The Decision

25:01 When Gigi Lost Control Of The Company

25:48 How Investors Actually Think

28:15 Selling Plum Organics To Campbell’s

29:20 Life After The Acquisition

30:32 Entrepreneur Vs Small Business Owner

41:18 What Gigi Is Building Now

The first offer was three times too low — and Stacy Stahl almost walked away. Instead, she did something most founders never do, and it changed the entire deal.

In this episode, Carrie sits down with Stacy Stahl (founder of How He Asked — yes, the “Gossip Girl of proposals” — acquired by The Knot) to break down the part founders don’t post: the lowball, the power move, and the moment you realize your business is only worth what you’re willing to sell it for.

01:09 Meet Stacy Stahl

02:37 The Idea That Started How He Asked

03:34 Going Viral Before “Going Viral” Was A Thing

05:32 How The Knot Came Into The Picture

09:38 The Lowball Offer, The Counter, And The Power Shift

16:04 Why She Started Her Second Company Anyway

20:06 When The Easy Path Disappears

20:45 Jumping From Digital To Product — On Purpose

22:57 Building A Business During COVID

23:49 The Pivot That Changed Everything

24:57 Breaking Into The Promotional Products World

26:59 Running A Business Without Burning Out

29:31 Why Simple, Profitable Businesses Win

32:01 Building Success And Bringing Others With Her

Kendra Bracken Ferguson built companies that invented the creator economy before Instagram and TikTok — and she tells the part founders unusually hide: when the shiny acquisition stops working, the earn-out math gets ugly, and you have to choose between protecting your title or protecting your team…

We get into trust as a system (including her very controversial co-founder test), buying a company back, building BrainTrust into a studio + fund backing Black beauty & wellness founders, and why corporate partners suddenly got nervous about “Black founder” the second it became inconvenient.

01:36 Meet Kendra Bracken Ferguson: Builder, Operator, Dealmaker
02:22 The Thanksgiving Idea That Sparked Digital Brand Architects
04:03 How DBA Helped Invent The Creator Economy Before Instagram
07:04 Knowing When To Walk Away—And Start Over
08:10 Why “Trust” Became The Non-Negotiable Business Principle
14:20 Inside The CAA Acquisition
18:36 When The Deal Looks Good—But The Reality Doesn’t
20:52 The Moment Everything Had To Change
21:20 Redefining Failure: Pivots, Pressure, And Perspective
22:41 Journaling, Self-Awareness, And Founder Survival Tools
24:32 Rebuilding With Intention: The Real BrainTrust Vision
25:12 From Agency To Studio To Fund
26:39 Corporate Partnerships, Power Dynamics, And Hard Truths
29:57 New Ventures, New Partners, And Building With Exit In Mind
35:39 From Hustle To Harmony: Success, Sleep, And The Next Chapter

In this solo episode, Carrie pulls back the curtain on what it actually takes to build an exit strategy for women founders—from choosing the right co-founder to expanding into brokerage without chasing growth for growth’s sake. She explains why so many women struggle with confidence during the exit process and how mindset, timing, and preparation directly impact business valuation.

You’ll also hear how the Whisper Group is evolving—from advisory to brokerage—and why selectivity is a competitive advantage when helping women navigate how to sell a company. If you’re building with an exit in mind or questioning whether you’re truly prepared for selling a business, this conversation will reshape how you think about female entrepreneurship and women founders exits.

00:00 Season 6 begins: why this chapter is different

00:43 The rise of women-owned businesses and the movement behind it

01:28 A major announcement: bringing on a co-founder

01:56 What actually matters when choosing the right co-founder

03:06 New upgrades, merch, and what’s evolving this season

03:23 Why we’re prioritizing in-person podcast conversations

03:43 Expanding into brokerage — with intention and restraint

05:12 The hidden cost of growth: expenses and pressure

05:41 Letting go of scarcity thinking while scaling

06:56 Why I’m genuinely excited about what’s ahead

In this episode, Nicole opens up about the hardest year of her life, balancing motherhood, money, and a messy business breakup, and how she found the strength to start over and build something entirely her own.

In this episode, Molly Nutt shares how she pulled off two very different exits, what she learned about selling potential vs. profit, and how to protect your relationships when business gets personal. If you’ve ever wondered how founders actually navigate the messy, emotional side of selling, this is the one to listen to.