Episode Player
Leaving the 9–5 for Good: Bookkeeping, Family, and Redefining Success with Bill Rogers
The Stay-At-Home Bookkeeper Academy Podcast
Welcome to another real, down-to-earth episode of the Stay-at-Home Bookkeeper Academy podcast. Today, we’re joined by Bill Rogers, our CEO and a self-described “recovering corporate executive” who traded the 9-to-5 grind for entrepreneurship - and never looked back. Hosted by Deanna Rogers and Emily Kern, this conversation gets deep into what it actually takes to leave the corporate world, build a legacy for your family, and use your personality - yes, even if you’re an introvert - as a superpower in business.
You’ll hear practical stories about starting and scaling “boring, beautiful” businesses, why bookkeeping is more about helping people than crunching numbers, and how freedom shows up in everyday life - from spontaneous trips with grandkids to working from anywhere. If you’ve ever thought, “I want more flexibility, but I’m not sure I have what it takes,” this episode will give you both a reality check and a healthy dose of encouragement.
Tune in for actionable tips on client trust, overcoming imposter syndrome, and why community can make all the difference when you start something new. Bookkeeping isn’t just about spreadsheets - it’s about creating real freedom. Ready to take your first step? Hit play and let’s get into it.
If you're interested in the Academy, fill out this form we'll give you some details asap!!
https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1