Episode 43

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Published on:

24th Jun 2025

Preparing Your Business for Exit with Carrie Kerpen

You built it—now let’s talk about how to sell it (without losing your mind or your money).

In this episode of She Wears the Pants, Ashley sits down with powerhouse entrepreneur and exit strategy expert Carrie Kerpen to talk about what it really takes to sell your business. From productizing services to avoiding burnout, Carrie breaks down the exact mindset, systems, and strategies that led to her multimillion-dollar agency exit—and why most women never get there (but should).

Tune in to hear Carrie and Ashley break down:

  • The untold truth about preparing your business for sale
  • How to productize your services and increase your business’s value
  • Why timing your exit while you still like your business matters
  • How women can reclaim more equity and representation in exits
  • Why “too good to be true” buyers usually are

This conversation is equal parts masterclass and myth-buster—packed with golden advice every female founder needs to hear, whether you're thinking about selling tomorrow or five years from now.

About Our Guest:

Carrie Kerpen is an award-winning entrepreneur, bestselling author, and unapologetic advocate for women building wealth. She co-founded and led Likeable Media, one of the first social media agencies in the world, which she successfully exited in 2021 to a 750-person global tech company. She's spoken on stages around the world, been featured in The New York Times, CNBC, and Forbes, and is the author of Work It: Secrets for Success from the Boldest Women in Business.

Carrie now leads The Whisper Group, a company dedicated to helping women founders turn lifestyle businesses into life-changing assets. Through strategic Exit Planning, mentorship, and a collective of exited female founders, Carrie is closing the exit gap—one powerful whisper at a time.

 

Learn More About Our Guest: 

https://www.instagram.com/carriekerpen 

https://www.wearethewhispergroup.com/ 


Remember, stay confident, stay focused, and keep wearing those pants with pride.

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Grab Ashley’s free 5 Day Podcast Series, “The Unstoppable CEO Mindset”, https://ashleydeland.com/unstoppable-ceo-mindset 

Follow Ashley on Instagram https://www.instagram.com/ashleydeland/ 

Schedule a Consultation: https://ashleydeland.com/inquire 

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About the Podcast

She Wears the Pants
She Wears the Pants is the podcast for the women building more than businesses—they’re building identities, empires, and legacies.

Hosted by globally recognized business advisor, multi-business founder, and start-up investor Ashley Deland, this show lives at the intersection of strategy, structure, and self. Each week, Ashley pulls back the curtain on what it truly takes for women to scale companies that are financially sound, spiritually aligned, energetically sustainable, and structurally unshakeable.

This is where high-growth women founders come for boardroom-level strategy, identity evolution, feminine leadership, and the inner work required to hold the success they’re building.

Because strategy means nothing if the woman behind it can’t hold it.

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Ashley Deland