The Stay-At-Home Bookkeeper Academy Podcast copertina

The Stay-At-Home Bookkeeper Academy Podcast

The Stay-At-Home Bookkeeper Academy Podcast

Di: Bill & DeAnna Rogers
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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.

© 2026 The Stay-At-Home Bookkeeper Academy Podcast
Economia Gestione e leadership Leadership
  • Marriage, Business & Boundaries: How Rachel and Dalton Left Their Jobs to Build a Business Together
    Oct 16 2026

    You’re married. You’re business partners. And now you’re together 24/7. How do you build something meaningful without letting work take over your relationship?

    In this episode of Stay at Home Bookkeeper Podcast: Real Talk, DeAnna and Bill Rogers sit down with Rachel and Dalton of Big Sky Automation to talk about leaving their jobs and building a business together.

    Rachel and Dalton share their journey from side hustles in a tiny home to full-time entrepreneurship, including how they found their roles, learned to trust each other’s strengths, and handled doubts from family.

    We discuss:

    • Taking the leap from employment to entrepreneurship
    • Dividing responsibilities instead of overlapping on everything
    • Communicating as spouses and business partners
    • Setting boundaries when business follows you everywhere
    • Choosing opportunities that fit your shared vision
    • Celebrating small wins and making time to enjoy the life you’re building

    Whether you’re building with a spouse, a family member, or on your own, this conversation offers a practical reminder: clear roles, honest communication, and room for life outside of work matter.

    Subscribe, leave a review, and share this episode with someone you’d love to build something with.

    Interested in starting your own bookkeeping business? Join us for our free virtual training on Tuesday: https://stayathomebookkeeper.co/livetraining


    If you're interested in the chatting with us, you can talk with someone on our team about your goals, your situation, what it takes to get your bookkeeping business started (without any experience needed), etc. right here:
    https://calendly.com/the-stay-at-home-bookkeeper-academy/the-bookkeeper-academy-goals?utm_source=BuzzsproutPodcast

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    50 min
  • 20+ Years of Bookkeeping Lessons: Building a Business & Avoiding Costly Mistakes
    Oct 9 2026

    What does it really take to build a successful bookkeeping business? And what are the financial mistakes that could be holding business owners back without them even realizing it?

    In this episode of Stay at Home Bookkeeper: Real Talk, hosts Emily Kern and DeAnna Rogers sit down with Kelly Callis, owner of Callis Bookkeeping, for an honest conversation about entrepreneurship, finding clients, knowing your worth, and the financial realities of running a business.

    Kelly shares how she went from working with CPAs to launching her own bookkeeping business, the fears she faced when starting out, and how a simple conversation landed her very first client, who's still with her more than 20 years later!

    But the conversation doesn't stop there.

    Drawing on her years of experience working with small businesses, Kelly pulls back the curtain on the bookkeeping mistakes she sees every day, from mixing personal and business expenses to relying on a bank balance to determine profitability. She also explains why even profitable businesses can struggle with cash flow and why putting off your bookkeeping can create bigger problems down the road.

    And if you've ever felt embarrassed about messy books or wondered whether it's time to bring in professional help, Kelly has some reassuring advice.

    Whether you're dreaming of starting your own bookkeeping business, working to grow one, or simply trying to get a better handle on your business finances, this episode is full of real stories, hard-earned lessons, and practical advice you can put to work.

    Because building a business isn't about knowing how to do everything yourself. It's about knowing your value, understanding your numbers, and surrounding yourself with the right people.

    Connect with Kelly Callis at Callis Bookkeeping:

    Website: http://www.callis-bookkeeping.com

    Email: kelly@callis-bookkeeping.com

    Facebook: https://www.facebook.com/CallisBookkeeping

    LinkedIn: https://www.linkedin.com/in/kelly-faulkner-callis-cpb

    Ready to build your own bookkeeping business?

    The Stay at Home Bookkeeper Academy helps everyday people learn how to start and grow a bookkeeping business from home, even without prior bookkeeping experience.

    Learn more: https://stayathomebookkeeper.com/

    Enjoyed this conversation? Follow Stay at Home Bookkeeper: Real Talk so you never miss an episode, and share this one with a fellow entrepreneur or aspiring bookkeeper!


    If you're interested in the chatting with us, you can talk with someone on our team about your goals, your situation, what it takes to get your bookkeeping business started (without any experience needed), etc. right here:
    https://calendly.com/the-stay-at-home-bookkeeper-academy/the-bookkeeper-academy-goals?utm_source=BuzzsproutPodcast

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    30 min
  • From Tragedy to Triumph: Finding Your Sparkle and Building Consistency with Helen Brahms
    Jun 22 2026

    Let’s be honest—life as an entrepreneur (or dreamer, or caretaker, or just a regular human) isn’t always sunshine and spreadsheets. Sometimes it’s loss, grief, and the kinds of challenges you never see coming. In this episode, we sit down with Helen Brahms—a woman whose journey takes her from heartbreak and rock bottom to new adventures, daily triumphs, and yes, more sparkle than you’d think possible.

    If you’re someone who wants more freedom, but life keeps throwing curveballs—or if you just need some proof that transformation can happen, no matter where you start—this conversation is for you. We'll dig into the power of gratitude, the magic of simply taking a “half a shuffle” forward even when that’s all you've got, and why showing up with discipline (sticky notes included!) is the real secret to moving mountains in your business and life.

    Ready to get inspired, feel hopeful, and maybe laugh a little? Tune in. And if you’re listening and thinking, “Maybe I could do this…” then this is your sign: Book a free clarity call and let’s talk through what’s possible for your next chapter.

    If you're interested in the chatting with us, you can talk with someone on our team about your goals, your situation, what it takes to get your bookkeeping business started (without any experience needed), etc. right here:
    https://calendly.com/the-stay-at-home-bookkeeper-academy/the-bookkeeper-academy-goals?utm_source=BuzzsproutPodcast

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    36 min
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