Episode 41

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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 

Mentioned in this episode:

If you’re scaling something real—something legacy-level—you don’t need another coach. You need a partner. Someone who can step inside your business, see the full picture, and help you move faster, cleaner, smarter. My private 1:1 advisory containers are available in 3, 6, or 9-month commitments. You bring the vision. I bring the strategy, structure, and support to help you lead it all. https://ashleydeland.com/advisory

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About the Podcast

She Wears the Pants
A podcast for the modern female founder looking to pull up a seat into conversations surrounding powerful marketing strategies, creating meaningful brands, actionable business advice, and the real stories behind being a woman in business.

About your host

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Ashley Deland