The Stay-At-Home Bookkeeper Academy Podcast
Welcome to "The Stay At Home Bookkeeper Academy Podcast"!
The Bookkeeper Academy Podcast is where real people rewrite their futures — one honest conversation at a time.
Whether you’re burned out from your 9–5, craving more flexibility, dreaming of owning your own business, or simply looking for a career path that gives you control of your time and your income… you’re in the right place.
Each episode pulls back the curtain on what it actually takes to build a profitable, flexible bookkeeping business from scratch — even with zero experience. You’ll hear from mentors who built six-figure freedom-based businesses, guest experts who’ve helped thousands of bookkeepers succeed, and everyday entrepreneurs who turned “I hope I can” into “I can’t believe I did.”
We talk about the things most people avoid: doubt, overwhelm, starting over, imposter syndrome, and what to do when life feels heavy but you know you’re meant for more. And yes — we also dig into the practical stuff: finding clients, shifting your mindset, building confidence, and taking the very first step.
The Stay-At-Home Bookkeeper Academy Podcast
Making Double: How Ben Stein Built Tools to Help Bookkeepers Earn More with AI
Welcome to the very first episode of the Stay at Home Bookkeeper Academy podcast! Today, DeAnna Rogers sits down with Ben Stein, founder of Double (formerly Keeper), for a conversation packed with real talk about building a flexible, rewarding bookkeeping business from home.
If you've ever dreamed of ditching your 9–5, working on your own terms, or finding more freedom in your career, this episode is for you. Ben Stein shares how he started his company, why technology - especially AI - is making bookkeeping easier and more powerful, and the critical mistakes small businesses make (and how bookkeepers can help).
You'll hear practical advice for getting started, tips for finding and connecting with clients, how to leverage your network (yes, even at the grocery store or hockey game!), and the honest truth about work-life balance. Plus, discover the importance of “life fitting” over traditional marketing, and why staying focused on sales is the key to growth - whether you’re starting or scaling.
Tune in for transformational stories, actionable advice, and inspiration to take your next step toward a more flexible, confident, and fulfilling lifestyle.
Ready to launch your own bookkeeping business? Let’s get started! Book a free clarity call and join our supportive community at the Stay at Home Bookkeeper Academy.
If you're interested in the Academy, fill out this form we'll give you some details asap!!
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