The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast | Humanizing Taxes, Finances & Client Relationships

Paul Rosenblum, The Bookkeeping Mensch | 25+ Years of Bookkeeping, Small Business Finances, and Tax Insights
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If you’ve ever felt stuck in the digits, this show brings your business personality to the forefront. We go beyond spreadsheets to talk about the relationships that make businesses thrive—between bookkeepers, clients, accountants, and financial professionals.Welcome to The Not Boring, Boring Bookkeeping and Small Business Podcast—where we explore the human side of bookkeeping and business.Hosted by Paul Rosenblum, a New York-based bookkeeper with over 30 years of experience and decades teaching QuickBooks, this podcast is for bookkeepers and small business owners who know business is about more than just numbers.🎧 Listen to episodes like:-Bookkeepers Are More Than Bean Counters-How Communication Impacts Your Bookkeeping-Plus hands-on tools like QuickBooks basics, startup expenses, and chart of accounts.

  1. MAR 26

    Should You Be Talking to Your Bookkeeper More?

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! How about a candid and lighthearted vent about the hidden frustration bookkeepers face when small business owners don’t communicate or engage with their bookkeeping, financial reports, and business finances? It’s time for our favorite Bookkeeping Mensch, Paul Rosenblum, to share real situations, from miscategorized transactions to years of ignored reports, to show how poor communication leads to errors, delays, and disconnect between bookkeepers, accountants, and clients. He hopes that for you this can be a humorous reminder to stay involved, ask questions, and treat bookkeeping as an ongoing partnership that helps you make better financial decisions. Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    12 min
  2. Is AI Driving the Need for Bookkeeping Standardization?

    MAR 12

    Is AI Driving the Need for Bookkeeping Standardization?

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! While AI may improve data entry, it still lacks the judgment required for tax code decisions, loan splits, fixed assets, and meaningful financial analysis. In this Season 8 opener, our resident Bookkeeping Mensch, Paul Rosenblum, explores how artificial intelligence is beginning to influence the bookkeeping profession. But the bigger issue is structural. Pricing for bookkeeping services varies wildly, certifications are inconsistent, and banks feed transaction data into accounting systems without standardized formatting. As AI becomes more integrated into tools like QuickBooks, these inconsistencies are becoming harder to ignore. If the role of the bookkeeper is shifting from data entry to review, explanation, and advisory work, then standards, accreditation, and clearer industry expectations may need to evolve alongside it. Do you agree or disagree? Let Paul know. Contact details are below.  The last episode on bookkeeping industry regulations: https://pod.link/1688000860/episode/QnV6enNwcm91dC0xODcxMTY0Ng Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    14 min
  3. Does Bookkeeping Need To Be More Regulated?

    FEB 26

    Does Bookkeeping Need To Be More Regulated?

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! Bookkeeping has no real guardrails. What happens when a profession has no required standards? That’s the heart of the “listener” question our favorite Bookkeeping Mensch, Paul Rosenblum, explores in this episode.  As he thinks it through, he zooms out and looks at the structure of the entire bookkeeping profession, from certification and continuing education to pricing, professional identity, and even the idea of a union, Paul reflects on what might change if clear standards existed. He wonders whether introducing levels, credentials, or even a collective structure would strengthen the profession or complicate it, especially when it comes to pricing and client expectations. This episode doesn’t push a final answer. It opens the door to a bigger conversation about where bookkeeping is headed. Links mentioned: American Institute of Professional Bookkeepers, https://aipb.orgNational Association of Certified Public Bookkeepers, https://nacpb.orgInstitute of Certified Bookkeepers, https://www.bookkeepers.org.uk/The Bookkeeping Cooperative, https://bookkeeping.coop/home/Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    11 min
  4. How Bookkeeping Improves Profitability for Small Business Owners: S7E3

    FEB 12

    How Bookkeeping Improves Profitability for Small Business Owners: S7E3

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! Your numbers should work harder. Our favorite Bookkeeping Mensch, Paul Rosenblum, has a simple message: your books should help you think. In this episode, Paul answers a listener question from Jenny and walks through what good bookkeeping is actually meant to do. Create clarity.  When bookkeeping is done well, it shows how a business really makes money, where it quietly loses money, and which decisions affect profitability over time. By comparing years side by side, organizing income and expenses with intention, and reviewing the numbers regularly, business owners can move from reacting to planning. This episode is about using bookkeeping as a practical tool, not an abstract report. Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    20 min
  5. How to Do Bookkeeping for Etsy, eBay, and Online Side Hustles (Fees, Inventory & Taxes): S7E2

    JAN 29

    How to Do Bookkeeping for Etsy, eBay, and Online Side Hustles (Fees, Inventory & Taxes): S7E2

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! If you sell on eBay or another online marketplace and quietly wonder whether you’re recording sales, fees, or inventory the right way, you’re not alone, and you may be overcomplicating it. In this episode, our resident Bookkeeping Mensch, Paul Rosenblum, answers a listener question about how online sellers should actually handle bookkeeping, especially when platform reports, fees, and inventory start to blur together at tax time. He breaks down what really needs to be tracked, what doesn’t, and how to keep your books clean without turning your side hustle into a full-time accounting project, because spreadsheets should help you sleep better, not keep you up at night. Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    11 min
  6. Are Business Meals Deductible in 2026? A Bookkeeper Explains the New IRS Rules: S7E1

    JAN 15

    Are Business Meals Deductible in 2026? A Bookkeeper Explains the New IRS Rules: S7E1

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! Let’s Talk Lunch… And Reality. This tax season comes with a few surprises. Season 7 kicks off with a friendly but practical walkthrough of one of the most misunderstood areas of bookkeeping: everyday food and drink expenses. Our favorite bookkeeping mensch, Paul Rosenblum, explains what’s changed for 2026, why certain habits no longer work the way they used to, and how a little clarity now can save a lot of confusion later. Paul breaks down what still counts, what doesn’t, and how bookkeepers can guide clients through the shift without panic or awkward end-of-year conversations. Along the way, he reminds us (again) that good bookkeeping isn’t about perfection or software shortcuts. It’s about judgment, context, steady communication throughout the year, and the human element that no software can replace. Ask Paul a question: https://www.speakpipe.com/PaulRosenblumPodcast Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    18 min
  7. Trust Centered Bookkeeping: S6E8

    12/18/2025

    Trust Centered Bookkeeping: S6E8

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! Trust is the foundation of good bookkeeping, but it’s rarely talked about as a business mindset. In this year end episode, our favorite Bookkeeping Mensch, Paul Rosenblum, is joined by me, producer Stephanie Fuccio, for a reflective conversation about how values shape the way we work. What begins as a look behind the scenes of the podcast quickly becomes something deeper. This episode isn’t really about podcasting. It’s about trust centered bookkeeping and the role relationships, clarity, and care play in long term client work. Using the podcast as a real world example, Paul shares how trust guides his decisions, from how he communicates to how he shows up for clients. When trust comes first, processes follow. And that mindset changes everything. Happy Holidays everyone! Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    14 min
  8. Where Bookkeeping Meets Immortality: S6E7

    12/04/2025

    Where Bookkeeping Meets Immortality: S6E7

    Send us a text message! But please include your email or a way to get in touch with you. This feature is not two way! When the year ends, reflection begins. In this unusually personal episode, our favorite Bookkeeping Mensch, Paul Rosenblum, takes a pause and looks back at a year filled with loss, change, and a few big reminders that even bookkeepers have limits. He talks openly about grief, shifting energy, evolving client relationships, and what it feels like to age in a profession that runs on precision and stamina. As he looks ahead to 2026, Paul starts sorting through which clients, tax preparers, and workloads actually support his well-being and which ones might need to be gently shown the door. He also digs into the business side of letting go, the emotional weight of being the person everyone relies on, and the very real questions around semi-retirement, succession, and where bookkeeping fits in an AI-shaped future. Support the show 👀 Read about the podcast: Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 📞 Leave a voice message for Paul:  https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info)  https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Producer Steph: https://podcaststeph.carrd.co/ 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    12 min
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About

If you’ve ever felt stuck in the digits, this show brings your business personality to the forefront. We go beyond spreadsheets to talk about the relationships that make businesses thrive—between bookkeepers, clients, accountants, and financial professionals.Welcome to The Not Boring, Boring Bookkeeping and Small Business Podcast—where we explore the human side of bookkeeping and business.Hosted by Paul Rosenblum, a New York-based bookkeeper with over 30 years of experience and decades teaching QuickBooks, this podcast is for bookkeepers and small business owners who know business is about more than just numbers.🎧 Listen to episodes like:-Bookkeepers Are More Than Bean Counters-How Communication Impacts Your Bookkeeping-Plus hands-on tools like QuickBooks basics, startup expenses, and chart of accounts.

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