Advertise on podcast: The Stay-At-Home Bookkeeper Academy Podcast

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 entrepreneurshipDividing responsibilities instead of overlapping on everythingCommunicating as spouses and business partnersSetting boundaries when business follows you everywhereChoosing opportunities that fit your shared visionCelebrating small wins and making time to enjoy the life you’re buildingWhether 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

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: [email protected] 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

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

Let’s be honest — most of us didn’t imagine our dream life would involve staring at the same four walls every day. If you’re someone craving more freedom, more travel, and more connection with the people and places you love, this episode is for you. This week, we sit down with Shanta Mony, a travel pro who built her business while juggling a corporate job and raising a family. We talk real talk about: ✔️ How to start something new while still working your 9–5 ✔️ Finding the courage to take imperfect action (even when it’s scary) ✔️ Setting boundaries, especially when building a business with a partner ✔️ Why travel resets your mental health and sparks creativity in your business ✔️ Making networking and connections feel doable and fun — not intimidating If you’re tired of feeling stuck or you want to design a business that lets you work from anywhere — maybe even a cruise ship with a view — you’re in the right place. 🛳️ Interested in booking your cabin on the Bookkeeping Freedom Cruise? Learn more here 👉 https://bookkeepercruise.lovable.app/  Ready to take the next step? Book a free clarity call or join the Stay-at-Home Bookkeeper Academy today. Your freedom starts now. 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

Let’s be real - building a business from scratch can feel like you’re stuck in a never-ending storm of busywork, overwhelm, and wearing every hat in the closet. If you’re someone who started your bookkeeping business for more freedom but now feel maxed out on time, energy, and sanity, this episode is for you. Today, we’re joined by Beejel Parmar, an expert in helping entrepreneurs escape the grind by embracing smart delegation. He shares how solopreneurs and small firm owners can get out of the weeds, reclaim precious time, and finally focus on what actually grows their business - all without breaking the bank. We’ll talk about: - How to know when YOU have become your business’s biggest bottleneck - The step-by-step system to figure out what you can and should delegate - Why you don’t need a huge budget (or a leap of faith) to get meaningful help - Simple, low-tech ways to communicate with your team (even if you’re not “techy”) - The mindset shift that unlocks real growth and frees you from tasks that drain your energy If you’re tired of doing it all, craving more freedom, or just need a nudge to start, listen in. And if this episode sparks something for you - book a free clarity call and let’s talk about how you can build the lifestyle (and business) you actually want. 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

Let’s be honest - none of us grew up dreaming about running payroll or juggling receipts. What we did dream about? More freedom, more time with family, and the chance to carve our own path. Today on the Stay-at-Home Bookkeeper Podcast, we sit down with Jesse Jackson—a powerhouse entrepreneur who jumped from environmental engineering to software, and finally into owning eight (!) automotive shops, all while raising seven kids. If you’re someone who wants more flexibility or you’re tired of building someone else’s dream, you’ll want to hear Jesse’s story. She didn’t start off as an expert, but she kept taking the next brave step—even when it felt scary, even when people told her it couldn’t be done. This episode is packed with real talk about imposter syndrome, letting go of perfection, and giving yourself permission to start messy. We’re talking about: - How to grow from “wearing all the hats” to building a team you trust - Making scary leaps—even when you don’t feel ready - Why you don’t need to do business like everyone else (and how your differences can set you apart) - Practical ways to move forward, one courageously imperfect step at a time So, if you’re thinking, “Maybe I could do this…” - you’re right where you need to be. Listen in for inspiration and actionable steps, and if you’re ready for your own transformation, book a free call with us or join the Stay-at-Home Bookkeeper Academy! 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

Let’s be real...most of us aren’t dreaming about “operations” when we wake up in the morning. But if you’re someone who wants more freedom, more time, and a business that won’t fall apart the second you step away, this episode is for you. Today, Belinda Ginter joins us to talk about how to break your business down to the basics—the studs, as she puts it—and rebuild with systems and delegation so you’re set up for growth and time freedom. As a Certified Scalable Business Advisor and Business Consultant who has helped transform more than 300 seven- and eight-figure businesses, Belinda brings a powerful mix of operational strategy, mindset coaching, and real-world leadership experience to the conversation. If you’ve ever felt like you’re the bottleneck in your business—or like you need everything to be perfect before you can really grow—you’re going to want to hear this. In this episode, you’ll learn: - Why having a “visionary” brain is awesome—but you still need operator support - How to slow down and choose the right systems before scaling - Why you DON’T have to wait for “perfect” to get started (progress beats perfection every time) - How to start delegating—even when it feels hard - The hidden power of pausing and saying “not right now” to the wrong opportunities Belinda has spoken internationally on mindset and business strategy, been featured in publications like Business Insider and The Huffington Post, and has spent years helping leaders build businesses that can thrive without constant oversight. She’s passionate about helping entrepreneurs create scalable operations, strong teams, and businesses that actually support the life they want to live. If you’re tired of being stuck in the weeds and want to start building a business that gives you breathing room, you’re in the right place. Book a call to learn how the Stay-at-Home Bookkeeper Academy can help you get there, step by step. 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

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 to build. We’re talking about how to set up a rock-solid foundation, avoid the most common mistakes new business owners make, and seriously level up the value you bring to your clients. If you want to know: - How estate planning is really about living better now (not just “pushing daisies”) - Why having the right business structure isn’t just red tape—it’s peace of mind - The top pitfalls you can skip by getting the right team in your corner - How to turn your bookkeeping knowledge into something clients can’t live without …then you’re in the right place. If you’re craving more flexibility, wanting to help your clients in powerful new ways, or simply tired of Googling your way through legal questions—listen in. And if you’re ready to stop playing small and start building your own advisory dream team, book a call with us or join the Stay-at-Home Bookkeeper Academy today! 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

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 [email protected] and we’ll connect you with a bookkeeper who fits your needs. 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

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 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

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 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

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 unexpected loss of a loved one to inheriting multiple businesses overnight, completely restructuring, scaling, and eventually selling them for more freedom. If you’ve ever found yourself stuck, doubting what you’re capable of, or just craving a life that fits you better, you’re not alone. Scott Bell opens up about overcoming imposter syndrome, weathering tough moments, and the little daily habits that can keep you moving toward your goals, even when everything feels overwhelming. We're diving into: ✅ How to stay resilient when your whole life shifts unexpectedly ✅ Simple mindset shifts to turn self-doubt into action ✅ The power of small, daily routines (including Scott Bell’s “Awesomeness Swipe File” you’ll want to steal) ✅ How taking imperfect action is the real secret to building freedom If you’re looking for inspiration, practical tools, and a reminder that it’s OK to start messy, this one’s for you. Book a free clarity call or join the Stay-at-Home Bookkeeper Academy - because your dream business really does start with one small step. 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

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,” even if you’re not sure exactly how it’ll turn out? In this episode, we’re joined by Hannah Shea, our marketing program manager at the Stay-at-Home Bookkeeper Academy. Hannah’s journey didn’t start in a marketing office — she began as a musician and opera singer, learning how to pivot, try new things, and transfer her creative skills to supporting bookkeepers and building her own flexible career. We talk about: - The power of just saying yes (even if you’re nervous) - Marketing tips that actually work for bookkeepers today — including what to post on social and why simple, authentic video matters so much - Easy systems for organizing your content (no overthinking required) - How AI tools like ChatGPT and Claude can take the overwhelm out of content creation and bio writing - Embracing the pivot: why your past experience is never wasted, and how multiple income streams can support your dreams If you’re ready to build a business that fits your life, not the other way around — and maybe you need a little nudge to try something new — you’re in the right place. If you’re someone who wants more freedom, who’s tired of feeling stuck, or just ready to learn as you go, join us. And when you’re ready for real support and friendly accountability, book a clarity call or join the Stay-at-Home Bookkeeper Academy. This is your sign — just give it a go! 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

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, welcome to The Stay-at-Home Bookkeeper Podcast. In today’s episode, Emily and DeAnna get honest about one of the hardest—and most transformational—parts of starting your own business: making the leap from “employee” to CEO. We’re talking all about how to break out of task lists, self-doubt, and waiting for permission, and step into the driver’s seat of your life and work. Here’s what you’ll take away: What it really means to shift your mindset from employee to business ownerWhy being your own boss is less about perfection and more about learning as you goThe power of getting comfortable with being uncomfortable (and why that’s a good thing!)Tips for protecting your why, claiming your time, and building a legacy you’re proud ofIf you’re tired of being stuck in a job that drains you, or you want to build a life-first business, this conversation is for you. Ready to stop waiting and start building a bookkeeping business that works for YOU? Book a free clarity call today or join us inside the Stay-at-Home Bookkeeper Academy. Let’s dive in! 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

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 a child actress on a hit sitcom but led her to an impactful career as a speaker, consultant, and show host. Deanna Rogers and Kari Michelson dive into the heart of what it means to redefine success—leaving behind the glitz and grind for a life with more control, purpose, and flexibility. Kari shares her transformation story, from facing dark industry challenges and overcoming an eating disorder to discovering the joy of authentic storytelling, launching record-breaking product lines, and ultimately creating a business that lets her put family first. If you’ve ever felt torn between your career and your life—or wondered if you could become your own boss and work from anywhere—this episode is packed with encouragement, actionable tips, and real talk about the messy, magical process of creating your dream business. You’ll learn: The power of community and honest supportWhy “imperfect” action beats waiting for perfect confidenceHow to promote your unique story in ways that actually feel good- not salesyPractical steps to start showing up and sharing your passion Ready to design a business that fits your life? Grab your cup of coffee, settle in, and let’s get inspired. Your dream starts with just one step - let’s take it together!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