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The Stay-At-Home Bookkeeper Academy Podcast

The Stay-At-Home Bookkeeper Academy Podcast

Written by: Tiffani Higgins
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About this listen

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
Economics Leadership Management & Leadership
Episodes
  • From Fear to Freedom: Marketing Mindset for New Bookkeepers with Dolores Hirschman
    May 11 2026

    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 momentum in those early days, this episode is for you.

    In this powerful conversation, Deanna Rogers and Emily Kern sit down with brand expert and serial entrepreneur Dolores Hirschman to talk real talk about what it takes to market yourself as a new business owner. You’ll hear about dropping the idea that you need to be “perfect” before you put yourself out there, how to center everything you do around helping others, and why having fun is actually the secret to productive marketing.

    If you’re tired of feeling stuck or wondering where to begin, you’ll get practical tips, simple mindset shifts, and plenty of hope that starting messy isn’t just normal, it’s exactly how you build your dream life.

    In this episode, you’ll learn:
    - How to start marketing your business (even if you’re brand new)
    - The simplest ways to spark client conversations without feeling awkward
    - Why consistency and fun beat perfection every time
    - Practical tips for staying motivated and confident

    If you’re someone who wants more freedom, or if you just need permission to start where you are, you’re in the right place. Ready to take your first step? Book a free clarity call and let’s chat about your next move!

    Own a business and need bookkeeping help? Reach out at info@stayathomebookkeeper.com and we’ll connect you with a bookkeeper who fits your needs.

    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

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    37 mins
  • Protecting Your Business and Building Trust: Insurance Essentials for New Bookkeepers with Nathan Glass
    May 4 2026

    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 brings a fresh perspective and a whole lot of heart, making insurance less intimidating and a lot more empowering for bookkeepers at every stage.

    If you’re tired of feeling unsure about what coverage you actually need, or you’re wondering when is the “right” time to set up protection (spoiler: it’s sooner than you think), this episode is for you.

    Inside, you’ll learn:
    - The most common insurance mistakes new business owners make, and how to avoid them
    - What E&O (professional liability) and cyber liability really mean for bookkeepers
    - How consistent, genuine relationships (not just a once-a-year policy renewal) are the real secret to sustainable business growth
    - Simple ways to spot red flags for your clients and add surprising value as a bookkeeper
    - Why investing in the right community and networking rooms can totally change the game

    Feeling overwhelmed by all the options or worried you forgot a step? It’s normal to start messy—but you don’t have to figure it out alone.

    Want to learn more about Nathan's business - click here: https://utopiarisk.com/

    If you’re someone who wants more freedom in your life, more peace of mind, and a business that’s set up to last, this is your episode. Listen in and, when you’re ready, book a free clarity call to get personalized guidance on building your flexible bookkeeping business—with the protection you need from the very first client.

    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

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    43 mins
  • From Overlooked to Unstoppable: Bold Ways Bookkeepers Can Stand Out Locally
    Apr 27 2026

    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 Joyner, two creative entrepreneurs who are all about thinking outside the box—especially when it comes to getting your name out there.

    You’ll hear how Rachel Smith and Dalton Joyner use direct mail in a way that’s smart, affordable (sometimes free!), and makes you unforgettable in your community. From sticky postcards that end up on the fridge to tapping into local business networks, they share strategies for marketing without draining your wallet. Plus, they’ll break down how you can leverage community resources—sometimes, it’s as simple as asking the diner owner if you can leave a flyer near the register.

    👉 Want to check out the tools, templates, and community Rachel and Dalton use? You can explore everything here: https://communitycardplaybook.com/communitycardhome?am_id=deanna865

    If you’re someone who dreams of more freedom, or you’re tired of feeling invisible in your bookkeeping business, don’t miss this uplifting and practical conversation. You’ll walk away with new ideas, renewed confidence, and the reminder that marketing doesn’t have to be scary—or expensive—to work.

    Ready to try something new? Book a free clarity call or join the Stay-at-Home Bookkeeper Academy and take your next step toward the business (and life) you actually want.

    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

    Show More Show Less
    41 mins
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