November 11, 2025

The CMO to CEOs by Cleartstart - Ashley Kent

Today, Billy welcomes his very good friend, Ashley Kent, the founder and CEO of Clearstart, a marketing consultancy that helps early-stage health tech startups and modern healthcare providers grow with clarity and speed. Ashley started her career with a Kinesiology degree and zero marketing experience, but quickly became the first hire at a venture-backed health tech startup, where she learned about the startup world from the inside out. Today, Ashley leads a team of strategists, creatives, and operators that serve 20+ companies across the health innovation landscape. She’s part of the 2% of women entrepreneurs who have built a business earning over $1M in annual revenue, all while staying bootstrapped and founder-led. Known for her clarity, candor, and bias toward action, Ashley is passionate about helping founders navigate messy early growth stages without losing their vision (or their minds). And, today, she is sharing with you details of her journey along with a whole load of platinum advice for those who are looking for a life of optionality!
Billy Keels
CEO and Founder FGCP

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Going Long Podcast Episode 576: The CMO to CEOs by Cleartstart

 ( To see the Video Version of today’s conversation just CLICK HERE. )

In today’s episode of The Going Long Podcast, you’ll learn the following:

 

  • [00:24 - 02:17] Billy welcomes and introduces today’s special guest, Ashley Kent
  • [02:17 - 10:46] Billy asks Ashley to share more about herself in her own words.
  • [10:46 - 13:46] Ashley shares the story of how she came to know it was time to leave the company she worked for to go out and start her own business.
  • [13:46 - 21:40] Billy asks Ashley to share details of some of the struggles and problems that needed to be resolved in starting a new company and how she managed to drive through it all and in what ways they did.
  • [21:40 - 27:37] Ashley explains about some of the people who were able to help and advise her.
  • [27:37 - 36:04] Billy asks Ashley how she came to find her healthcare-centered client base.
  • [36:04 - 42:18] Billy asks Ashley to share the message that she would want to hear from herself three years from now.
  • [42:18 - 45:46] Billy sums up all we’ve learned from Ashley today and asks her to share the best ways we can get in contact with her and find her online.
  • [45:46 - 46:56] Billy wraps up the show

 

How best to get in touch with Ashley Kent:

Website: https://www.theclearstart.com/ 

LinkedIn: https://www.linkedin.com/in/ashley-kent-cs 

 

If you're a corporate executive who wants to make your role optional, then grab your FREE ebook with Billy's proven 3 step process at:  www.makeitoptional.com

What you can expect to get out of this ebook:

  • Learn how to achieve corporate optionality
  • Gain true control over your career
  • Turn corporate skills into personal assets

With 26 years of experience in corporate sales leadership, achieved optionality through multiple income streams, Billy has helped dozens of executives build their paths to take control of their time.

This free ebook gives you everything you need to identify, plan, and take control of your career while building financial optionality, leveraging your skills, and start living your IDEAL day - today!

Go to: www.makeitoptional.com

Click the above link or just copy and paste the following directly into your browser to sign up and get your free ebook: https://www.makeitoptional.com/?utm_source=podcast&utm_medium=social&utm_campaign=p2olm 

To see the Video Version of today’s conversation just CLICK HERE.

 

How to leave a review for The Going Long Podcast: https://youtu.be/qfRqLVcf8UI  

 

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Episode Transcript

Billy Keels
Strategic Advisor, Entrepreneur, and Investor
Billy is on a mission to share a roadmap and opportunities with other extremely busy, high-performing professionals on how to find freedom and live the life they desire. Listen in to learn how!
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