The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast

Paul Rosenblum | 25+ Years of Bookkeeping, Small Business Finances, and Tax Insights

If you’re a small business owner or bookkeeper trying to make sense of bookkeeping, business finances, QuickBooks, cash flow, and tax-ready systems without drowning in accounting jargon, this podcast is for you. Welcome to The Not Boring, Boring Bookkeeping and Small Business Podcast, where bookkeeping meets real business life. Beyond spreadsheets and expense tracking, our favorite Bookkeeping Mensch, Paul Rosenblum, explores the human side of small business finances and the relationships between bookkeepers, clients, accountants, and financial professionals that keep businesses running smoothly. Paul is a New York-based bookkeeper with over 25 years of experience and decades teaching QuickBooks. In this podcast he shares practical bookkeeping tips, small business finance insights, tax deduction guidance, and real-world lessons from working with business owners every day. Whether you’re managing your own books, learning QuickBooks Online, or trying to build better financial systems for your business, you’ll find approachable, experience-based advice without the boring lecture style. 🎧 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. 2d ago

    Bookkeepers and the Law (Again) S10E14

    In this short episode, our favorite Bookkeeping Mensch, Paul Rosenblum, starts with a follow-up to Season 9, Episode 8, the bookkeeper arrested for nonpayment of payroll taxes during COVID. The defense attorney says the shortfall came from COVID-19 staffing and oversight gaps starting in 2020, with no malicious intent or personal enrichment, and that the tax obligations are being resolved. The criminal case itself still hasn't been settled. Then Paul shares an unrelated story out of Illinois. Tasha Holbrook, a bookkeeper for a Bensenville business, is accused of stealing more than $1.3 million from August 2018 through August 2022. Charges at Macy's, Nordstrom, Bloomingdale's, Home Depot and more were hidden in the books as ACH transfers, not credit card transactions, and no one looked at where the transfers were actually going. She now faces two felony theft counts and two counts of identity theft, and has pleaded not guilty. Paul explains why he never asks for more bank or credit card access than he needs to do the books. View accounts, print statements and download transactions, yes. Zelle, wires or transfers of any kind, never. He's a bookkeeper, not a book thief. The moral of the story: steal money through bookkeeping, and you will get caught. Read the full article and watch the video: https://www.fox32chicago.com/news/bensenville-bookeeper-scam Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  2. Oct 22

    Another Project Nearly Finished! S10E13

    The big summer project is nearly done! Our favorite Bookkeeping Mensch, Paul Rosenblum, reports that the corporation is filed and the accountant is happy, but the related LLC still has to be filed by October 15, and it never had a set of books. Paul takes us through the last leg of the project. There are business and personal accounts full of mixed expenses, shared credit cards, a home office that may need splitting, mystery bank transfers, and shareholder loans that have to match across both companies. He also explains why, if you own more than one company, you should finish the bookkeeping for all of them before your tax preparer starts. And he shares why working with different CPAs means an iPhone can be an expense, a de minimis item, or a Section 179 asset, depending on who you ask. Then Paul gives an update on his other big project: a local business with no taxes filed since 2022, corporate income going into a personal bank account, credit cards he was never told about, a wrong tax ID number given to the credit card merchant, and no sales tax paid in three years. Add missed appointments and unanswered calls, and Paul is facing a question every bookkeeper eventually faces: stay or go? Because bookkeeping isn't just about numbers, it's about people.  done  Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  3. Oct 15

    The Chart of Accounts: A Slightly Different Look at it S10E12

    The chart of accounts keeps popping up in business news feeds, so our favorite Bookkeeping Mensch, Paul Rosenblum, is taking a fresh look at it. Paul shares why he always designs it for the client, even if some accountants complain about all those subaccounts. Then Paul gets honest about write-ups, the simplest (and his least favorite) form of bookkeeping. He also answers a question he hears a lot: is there a standard chart of accounts?  Want more on the chart of accounts? Check out Season 1, Episode 7, and the two-part series in Season 2, Episodes 8 and 9. About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. ✍️ The Bookkeeper Mensch's Corner on Substack: https://paulrosenblum.substack.com Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  4. Oct 8

    Third Party Software - Yay or Nay? The Good and the Not So Good S10E11

    Kicking off the next 100 episodes, our favorite Bookkeeping Mensch, Paul Rosenblum, shares a cautionary tale about what happens when third-party software quietly works against you. A client's industry-specific CRM was secretly exporting her invoices into QuickBooks Online as sales receipts. That doubled her sales, threw off undeposited funds, and nearly meant she would pay extra 2026 taxes for no reason. Two three-hour cleanup sessions later, the books are fixed, but it raises a bigger question: just because software CAN connect to QuickBooks, SHOULD it? Paul walks through the third-party tools he actually likes, including inventory programs like Fishbowl and SOS Inventory, outside payroll companies, DAVO for sales tax, and hosting for QuickBooks Desktop. He also covers the ones that make him nervous, from receipt scanners that are "only" 99.9% accurate to AI tools that promise to learn your patterns and create rules for fixed assets. Along the way he looks at merchant fees, the new free edition of QuickBooks Online, Tabby, and Syncabill, and makes his case for keeping the H.I. (Human Intelligence) in bookkeeping. Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  5. Sep 24

    Celebrating 100 Episodes of Bookkeeping, Teaching, and Community: S10E10

    One hundred episodes in, our favorite Bookkeeping Mensch, Paul Rosenblum, is taking a moment to thank YOU, the listeners, who turned this independent podcast into something much bigger than a weekly recording. After years of teaching in classrooms, Paul has found a new classroom behind the microphone, a place where he can keep sharing what he knows, connecting with people in the field, and talking about the work he still genuinely loves. This milestone isn’t a goodbye, it's a celebration. Paul reflects on what reaching 100 episodes means to him, the unexpected recognition the podcast has received along the way, and why he plans to keep going as long as the passion is still there. He’s also inviting listeners to help shape what comes next by sending in the bookkeeping and business topics they’d like him to tackle in the next 100 episodes. Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  6. Sep 17

    Nearly 100 Bookkeeping Podcast Episodes and the Surprises They Led To: S10E09

    Reaching 100 podcast episodes wasn’t something our favorite Bookkeeping Mensch, Paul Rosenblum, ever expected when he started the show in 2022. In this special 99th episode, Paul sits down with Stephanie Fuccio, Podcast Discovery Strategist, to look back at how and why the show changed and what he’s learned from the listeners who keep coming back for more.  But this isn’t just a look back. A few unexpected moments turn the conversation in directions neither Paul nor listeners will see coming, while revealing more about the people, experiences, and decisions that shaped the show along the way. It’s a celebration of the 100 episode that comes out next week.  Frank's Earworthy newsletter: https://podalization.substack.com/Salad With A Side Of Fries: https://pod.link/1476096152Frank's review of Paul's podcast: https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boringSend us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

  7. Sep 3

    Before You Blame Inflation: The Spending Habits Making Life Less Affordable: S10E07

    If rising prices have you blaming inflation for everything, it may be worth looking at the spending habits that have become normal. Our favorite Bookkeeping Mensch, Paul Rosenblum, looks at the difference between expenses we can’t control and the choices that still belong to us. Ultimately, affordability includes how we decide what we need, want, and can actually afford. With convenience making it easier than ever to spend without thinking much about it, Paul looks at where everyday choices can start stretching a budget too far. From credit cards to routine purchases that no longer feel optional, he brings the conversation back to one simple question: does your spending actually fit the money you have? It’s a timely reminder to look at those habits now, before they become even harder to change. Episode mentioned: S9E8: The Hidden Bookkeeping Money Decisions You Make Every Day https://pod.link/1688000860/episode/QnV6enNwcm91dC0xOTMzNDg0OA Send us Fan Mail Support the show About the host Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.  👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock 😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 📨   Email:   Bookkeepermensch@gmail.com 📰 Bookkeeping Resources: https://paulrosenblum.substack.com/p/resources 💸  Website: https://bookkeepermensch.com 🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org  In...

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If you’re a small business owner or bookkeeper trying to make sense of bookkeeping, business finances, QuickBooks, cash flow, and tax-ready systems without drowning in accounting jargon, this podcast is for you. Welcome to The Not Boring, Boring Bookkeeping and Small Business Podcast, where bookkeeping meets real business life. Beyond spreadsheets and expense tracking, our favorite Bookkeeping Mensch, Paul Rosenblum, explores the human side of small business finances and the relationships between bookkeepers, clients, accountants, and financial professionals that keep businesses running smoothly. Paul is a New York-based bookkeeper with over 25 years of experience and decades teaching QuickBooks. In this podcast he shares practical bookkeeping tips, small business finance insights, tax deduction guidance, and real-world lessons from working with business owners every day. Whether you’re managing your own books, learning QuickBooks Online, or trying to build better financial systems for your business, you’ll find approachable, experience-based advice without the boring lecture style. 🎧 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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