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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.
Episodes
40 episodes
Why Every Business Owner Needs a Plan: Lessons from an Estate Attorney
Today on the Stay at Home Bookkeeper Podcast, Bill and Deanna Rogers sit down with A.J. Yolofsky, a nationally recognized business and estate planning attorney, to break down what it really takes to protect the business you’re working so hard t...
From Fear to Freedom: Marketing Mindset for New Bookkeepers with Dolores Hirschman
Let’s be honest - starting a business from scratch can feel pretty overwhelming, especially when you’re staring down a mountain of “shoulds” and feeling stuck in fear. If you’ve ever wondered how anyone actually finds joy, confidence, and momen...
Protecting Your Business and Building Trust: Insurance Essentials for New Bookkeepers with Nathan Glass
Let’s face it—insurance isn’t the first thing most new business owners get excited about. But protecting your business matters, and understanding how to do it doesn’t have to be a snooze-fest. In this episode, we sit down with Nathan Glass, who...
From Overlooked to Unstoppable: Bold Ways Bookkeepers Can Stand Out Locally
Let’s be real—when you’re starting a business, “marketing” can sound expensive and overwhelming. But what if the best way to get noticed isn’t about big budgets or fancy funnels? In this episode, Deanna sits down with Rachel Smith and Dalton Jo...
The Power of Small Steps: Scott Bell’s Guide to Sustainable Business Growth
Let’s be real...sometimes life throws you a curveball, and suddenly the path you pictured for yourself is totally different. In this episode, we sit down with Scott Bell, a business coach who’s lived through dramatic life transitions - from the...
Just Give It a Go: Marketing and Mindset with Hannah Shea
Let’s be honest — figuring out marketing and new tech can feel a little daunting, especially if you’re shifting careers or building something fresh from scratch. But what if the secret is just being willing to say, “Sure, I’ll give it a go,” ev...
CEO Thinking: How to Take Control of Your Time and Business
Let’s be real—most of us have spent more time wondering “what if?” than dreaming about clocking in at some office for the rest of our lives. If you’re someone who wants more freedom, more flexibility, and work that actually fits your life, welc...
Reinventing Success: How Kari Michelson Built Freedom, Flexibility, and Impact After Hollywood
Welcome to the Stay At Home Bookkeeper podcast, where real stories about building freedom-based businesses take center stage! In this episode, Deanna Rogers sits down with her longtime friend and mentor, Kari Michelson, whose journey started as...
What Every Bookkeeper Needs to Know About Tax Strategy with Jim and Lorraine Conway
Welcome back to the Stay At Home Bookkeeper podcast! In today’s episode, we’re pulling back the curtain on a game-changing topic that doesn’t get talked about enough—tax strategy—and what it really means for bookkeepers, business owners, and an...
Busy vs. Productive: How Bookkeepers Can Create Calm, Growth, and Work-Life Balance
Ever feel exhausted by your business, but not actually seeing the growth to match? You’re definitely not alone - and this episode is for you. On today’s Stay at Home Bookkeeper podcast, Emily Kern and Deanna Rogers dive into one of the biggest ...
Family, Flexibility, and Bookkeeping Success: Real Talk with Tracy Rosenberry
Ever wondered what it’s really like to build a business with your spouse, pivot when life throws you a curveball, or step into the world of bookkeeping—even if you’re not a numbers person? In this episode, Emily Kern and Deanna Rogers sit down ...
Juggling Work and Life: Intentional Routines for Home-Based Entrepreneurs
Ever feel like working from home is more chaotic than calm? On this episode of the Stay at Home Bookkeeper podcast, Emily Kern and Deanna Rogers get real about what it actually takes to manage your time and stay productive when your home is you...
Wealth Strategies for Women: Mastering Money, Mindset, and Business with Tamar Hermes
Welcome back to the Stay at Home Bookkeeper podcast! In today’s episode, Deanna Rogers sits down with her friend and powerhouse entrepreneur Tamar Hermes, the founder of Women Growing Wealth. Tamar Hermes shares her journey from climbing the co...
How Real Bookkeepers Start Their Day: Unfiltered Routines for Success and Sanity
Welcome back to the Stay at Home Bookkeeper podcast—where real talk meets real freedom. In this episode, Emily Kern and Deanna Rogers are breaking down the realities of work-from-home life, focusing on the power of a personalized morni...
From Dead-End Job to Family Business: Kristie Lawson’s Journey to Bookkeeper and Freedom
Welcome back to the Stay-at-Home Bookkeeper podcast! In today’s episode, we’re pulling back the curtain on what it really looks like to build a bookkeeping business from scratch - and why it’s so much more than just numbers.Emily Kern a...
How to Build Your Bookkeeping Brand: Marketing, Referrals, and Real-Life Advice with James Lucente
On today’s episode of the Stay at Home Bookkeeper podcast, host Deanna Rogers sits down with marketing expert—and her longtime friend—James Lucente. If you’ve ever wondered how to start building your brand or get your bookkeeping business notic...
Freedom Through Bookkeeping: Tools, Tips, and Community Support for Your Career Change
Are you ready to ditch the overwhelm and build a bookkeeping business that actually fits your life? In today’s episode of the Stay-at-Home Bookkeeper Academy podcast, host Deanna Rogers and mentor Bill Rogers sit down with Rob Hamilton, Head of...
From Introvert to Influencer: Casey Eberhart’s Real-Life Networking Strategies
Welcome back to the Stay at Home Bookkeeper podcast - the place where real talk meets real freedom. Today, host Deanna Rogers sits down with her longtime friend and networking expert, Casey Eberhart, for an honest, behind-the-scenes conversatio...
From MLM Fails to Bookkeeper Wins: Alicia Porter’s Guide to Starting Messy and Staying Authentic
Ever wondered what it really takes to start (and stick with) your own bookkeeping business—especially when the odds feel stacked against you? In today’s episode of the Podcast, Deanna Rogers and Emily Kern sit down with Alicia Porter: former “s...
Accidental Bookkeeper: Robbin McManne’s Journey From Corporate Burnout to Family Freedom
Ready for some real talk about starting a bookkeeping business - and building a life you actually want? In this episode, Deanna Rogers and Emily Kern sit down with the inspiring Robbin McManne: mentor, owner of Back in Black Bookkeeping, and ac...
Leaving the 9–5 for Good: Bookkeeping, Family, and Redefining Success with Bill Rogers
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 - ...
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Real Talk: Juggling Multi-Million Dollar Business and Family with Sarah Jenkins
Welcome back to the Stay at Home Bookkeeper Academy podcast! In today’s episode, Deanna Rogers sits down for some real talk with her longtime friend and powerhouse entrepreneur, Sarah Jenkins. Sarah isn’t just running multi-million dollar compa...
From Homeschool Mom to Multiple Businesses: Kirstin Reeder’s Bookkeeping Journey
Ever wondered what it’s really like to build a business around your life - not the other way around? In this episode of the Stay at Home Bookkeeper podcast, host Deanna Rogers sits down with powerhouse bookkeeper, entrepreneur, and mom of nine,...
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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 ...
Mastering Time, Income and Independence. Kelly's Journey to Entrepreneurial Freedom.
Meet Kelly, an Academy Student.She dedicated countless hours to her accounting career. However, the demanding nature of her job often led to sacrifices, causing her to miss out on precious moments with her step-daughter....