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 Go-To-Market at Digits, for a conversation packed with practical insight, real talk about technology, and empowering advice for bookkeepers at every stage.

If you’ve ever wondered how AI is changing bookkeeping—or worried if it’s going to take your job—this episode will put your mind at ease. Rob Hamilton breaks down what “agentic general ledger” actually means, why relationship-building is still your superpower, and how automation can make your work faster (and maybe even a little more fun).

We cover:

Why you don’t need a fancy degree or tech background to succeed as a bookkeeper

Actionable tips to define your services and pick tools without getting stuck in overwhelm

How Digits is making cleanup work way less intimidating (spoiler: more time for what matters!)

What advisory services mean for your future—and how you can start offering more value, even as a newbie

Stories from the trenches, including remote team hacks and real-life business leaps

So if you’re someone craving freedom and flexibility, or just want bookkeeping to feel simple, welcoming, and doable—hit play. You’ll leave with more clarity, confidence, and maybe a new favorite tool for your business journey.

Ready to take the next step? Book a free clarity call and learn how the Stay-at-Home Bookkeeper Academy can support you—no permission slip required.

If you're interested in the Academy, fill out this form we'll give you some details asap!!
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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 conversation about building a business and a life you love.

In this episode, Casey Eberhart unpacks how even the most introverted among us can become powerful connectors - not by selling harder, but by showing up authentically and nurturing meaningful relationships. If you’ve ever felt overwhelmed by networking, or worried you don’t have hours to grow your business, you’ll love Casey’s “30-Minute Growth Plan.” It's packed with bite-sized, actionable steps you can do in just half an hour a day - from simple reach-outs to adding real value online, and celebrating the small wins that build lasting habits.

Plus, you’ll hear stories of transformation, including how the tiniest shift in routine can open incredible doors (did someone say a five-minute text led to $600k in business?). Whether you’re trying to break free from a draining job, want more flexibility for your family, or need a boost of practical confidence, this episode proves you don’t have to be perfect - you just have to start.

Tune in as we talk habit-building, authentic conversations, and how making connections in everyday life can be the key to scaling your bookkeeping business. If you’re ready to take one simple step toward your dream business, this is where it begins.

Takeaway: You don’t have to do it alone - and you don’t have to do it “fancy.” Just show up, stay consistent, and watch what happens.

Ready for more? Book a call or join the Stay-at-Home Bookkeeper Academy.

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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 “serial side hustler,” current mentor, and real-life proof that betting on yourself can change everything.

Deanna Rogers and Emily Kern dig deep with Alicia about what pushed her to leave an unfulfilling job, the failed MLMs and three-month businesses that came before bookkeeping, and the surprising grit it took to build something real—with zero support at home, two kids, and a lot of late nights. Alicia shares the truth about learning as you go (yes, she googled what “reconcile” means), feeling like an imposter, and what finally made her realize, “I did this—this is my business.”

We’ll talk about:

• The biggest mistakes new business owners make with their books (and how to avoid them)
• Why personality and authenticity are just as important as numbers
• The emotional rollercoaster of betting on yourself, breaking old money mindsets, and building something for your family
• How AI (and all those QuickBooks automations) will—and won’t—change the industry

If you’re tired of feeling stuck, or scared to start over (again), this conversation is for you. You don’t need a fancy degree or a perfect track record—just the guts to take that next step and the community to back you up.

Stay tuned, get inspired, and if you’re curious about starting your own flexible bookkeeping business, book a free clarity call with us at Stay-at-Home Bookkeeper Academy. Let’s see what’s possible, together.

If you're interested in the Academy, fill out this form we'll give you some details asap!!
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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 accidental bookkeeper turned mindset powerhouse.

If you’ve ever dreamed of ditching the 9-to-5 grind, creating true freedom, and maybe even working alongside your spouse, this conversation is for you. Robbin McManne opens up about leaving a big corporate job, navigating the ups and downs of entrepreneurship (including her business “finding” her at rock bottom), and the surprising challenges - and rewards - of running a business with her husband. Get ready to hear the emotional side of business ownership, real mistakes and lessons, and how a supportive community can change everything.

What to expect in this episode:

- Why you DON'T need a fancy degree or years of experience to get started
- The reality of building a business with your partner (the good and the tough!)
- How to get out of your own way and claim your new identity - bookkeeper and beyond
- Tangible tips for what bookkeepers really do day to day (demystifying the work!)

Honest talk about mindset, overcoming family skepticism, and trading your time for what matters most

If you’re stuck in a job that drains you, wishing for more flexibility, or just wondering if bookkeeping could actually work for your life, stick around - and stay tuned for some practical, hopeful advice. Ready to take action? Book a free call and see how the Stay-at-Home Bookkeeper Academy can support your next chapter.

If you're interested in the Academy, fill out this form we'll give you some details asap!!
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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.

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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 companies and leading a team of over 120—she’s also raising four kids, navigating life’s toughest moments, and proving every day that building a business from the ground up is possible, no matter what you’re facing.

We’ll dive deep into Sarah’s journey from humble Michigan beginnings to tech and internet marketing success, hear how she manages stress and keeps her family at the center, and uncover what “success” truly means through ups, downs, and lost loved ones. Sarah opens up about leadership, building company culture (even when you’re just starting out!), and the grounding daily habits that keep her focused on what matters most.

If you’re craving more freedom, feeling stuck in a draining 9–5, or just need proof that starting messy is totally normal, this episode is for you. Get ready for heartfelt advice, practical tips you can use in your own bookkeeping business, and a few laughs along the way.

Takeaways:

- Real stories of overcoming adversity and family-first entrepreneurship
- How to build trust and lasting team culture—big or small
- Practical, honest advice for handling stress, setbacks, and work-life “balance”
- Tips for growing your business, empowering your team, and supporting your family
- A reminder that you’re never alone—community and support are everything

If you’re listening and thinking, “Maybe I could do this…” this is your sign. Book a free clarity call with the Stay-at-Home Bookkeeper Academy and take that first step toward real freedom.

If you're interested in the Academy, fill out this form we'll give you some details asap!!
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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, Kirstin Reeder. Together, they dive deep into what it means to create a work-from-home business that brings real freedom and flexibility.

You’ll hear Kirstin Reeder’s journey from falling in love with accounting in high school, to navigating the challenges of homeschooling and raising a large family, to becoming an industry leader serving the unique needs of travel and tourism businesses. She opens up about finding her niche, dealing with curveballs like her husband’s accident or a government shutdown, and why community is the secret ingredient to sustainable growth and support.

This is a real talk episode - full of candid stories, practical tips, and the kind of inspiration that doesn’t gloss over the hard parts. Whether you’re just starting out, feeling stuck in a corporate job, or looking to scale your own business in a way that fits your life, this conversation will spark new ideas and remind you what’s possible.

Ready to discover how bookkeepers like Kirstin Reeder are designing their days—and their futures - on their own terms? Tune in, and if this has you thinking, “Maybe I could do this too,” remember: your freedom might be just one small step away. Book a call and let’s help you get started.

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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!!
https://forms.monday.com/forms/703bc0857975139468aa8f2547977f4e?r=use1