The Ambitious Chick
The Ambitious Chick
Tamara Wamsley
The Cost of Staying vs. the Power of Leaving: A CPA’s Leap from Burnout to Business Freedom with Penny Rose
29 minutes Posted Aug 6, 2025 at 9:55 am.
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How a former FBI accountant turned her side hustle into a location-free business that funds her dream life—and how you can too.


In this inspiring episode of The Ambitious Chick, I sit down with Penny Rose, CPA—former forensic accountant for the FBI turned location-independent entrepreneur.

Penny shares how she transitioned from a demanding 9–5 to running a fully virtual tax strategy firm that supports her RV lifestyle with her husband.

We dive into:

  • The moment she realized remote work was her path to freedom

  • How she grew a side hustle to replace her income—and left her job with confidence

  • Her advice for women who know they’re meant for more but feel stuck

  • Simple but powerful tax strategies every new coach should know

  • How to financially plan for your dream life using the Profit First method

  • Why conferences are her best client-magnet—and how she lands speaking gigs

If you’re dreaming of becoming a coach or service-based entrepreneur craving more time, location, and financial freedom—this one is a must-listen.

🎧 Press play and get ready to dream bigger, plan smarter, and ditch the golden handcuffs.


Penny is currently enjoying a phased retirement after completing a successful 20-year career as a forensic accountant in June 2023. She and her husband made the decision to pursue early retirement thanks to the personal finance and full-time RV living content they consumed. Now, Penny is devoted to supporting content creators as they produce transformative content that has the potential to positively impact the lives of others.

📌 Show Notes (Key Takeaways)

  • Penny’s journey from working for the FBI to full-time RV life & running a virtual business
  • How she transitioned from side hustle to sustainable income
  • Why aligned clients are key—and how to “graduate” ones who no longer fit

  • The power of the Profit First system for coaches and creatives

  • Her “Triangle of Freedom” framework: time, location, and financial freedom

  • Tips for attracting ideal clients at live events and conferences

  • Penny’s advice to women who feel the call for more but don’t know where to start

  • Connect with Penny on LinkedIn + access her business resources

🔗 Links: