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

Paul Rosenblum | 25+ Years of Bookkeeping, Small Business Finances, and Tax Insights
  • 5.0 (9)
  • Entrepreneurship
  • Updated Semimonthly

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

    Tariff Refunds: Will Consumers See Lower Prices? S10E08

    Tariff refunds may be going back to big companies, but that doesn’t mean a check is coming to us. Our favorite Bookkeeping Mensch, Paul Rosenblum, looks at what those refunds could mean for prices at stores like Walmart, Target, Lowe’s, and Home Depot, and why consumers still need to pay attention to where the savings actually show up. As retailers decide what to do with that money, shoppers have a new reason to compare prices, question where the savings went, and vote with their wallets. 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  2. 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  3. Aug 27

    Why I Love Bookkeeping Cleanup Projects: S10E06

    Some bookkeeping projects don’t just fill the calendar, they make you feel 20 years younger. Our favorite Bookkeeping Mensch, Paul Rosenblum, shares why difficult bookkeeping cleanup projects still give him adrenaline, purpose, and the deep satisfaction of knowing a client’s books are finally right. As he considers slowing down, he’s realizing that the work that lights you up may be exactly the reason not to step away too soon. 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  4. Aug 20

    How to Spot Bad Bookkeeping Before It Becomes a Tax Problem: S10E05

    If you assume “clean books” means accurate books, it’s worth checking that assumption now, before tax deadlines or an IRS problem force the issue. Three previous bookkeepers had called the books clean, but our favorite Bookkeeping Mensch, Paul Rosenblum, is still finding major problems underneath, including missing credit card transactions, $15,000 in unexplained invoice payments, and a $25,000 shareholder loan that was being counted as taxable revenue. As he works through the mess, he shows how quickly one bad assumption can ripple through the books, especially when QuickBooks misses transactions, personal and business payments get mixed together, or a single deposit lands in the wrong category. That same pattern shows up in a second cleanup, this time involving a business that started as a sole proprietorship before becoming a corporation in 2023. Unpaid sales tax, unfiled taxes, and business expenses running through personal accounts have turned the job into a years-long reconstruction. Together, these two projects make the larger point clear: bookkeeping is much more than reconciling accounts, and business owners need someone who understands the accounting behind QuickBooks, asks the right questions, and knows when the numbers don’t make sense. The longer those mistakes sit, the harder and more expensive they become to untangle. Part 1: https://pod.link/1688000860/episode/QnV6enNwcm91dC0xOTUwMjg1NQ Part 2: https://pod.link/1688000860/episode/QnV6enNwcm91dC0xOTU3MDIzNA 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  5. Aug 13

    Roth vs. Traditional IRA: Which One Fits Your Tax Picture? S10E04

    Choosing between a Roth and Traditional IRA comes down to one question: what tax bracket do you expect to be in when you withdraw. Our favorite Bookkeeping Mensch, Paul Rosenblum, breaks down the tax treatment, contribution limits, and Required Minimum Distribution rules for both, plus a quick look at how inherited IRAs work differently. A short, practical primer for anyone weighing retirement savings alongside their business finances. Schwab IRA calculator: https://www.schwab.com/ira/ira-calculators 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  6. Aug 6

    Fixing 6 Credit Cards and a Bookkeeping IRS Mistake: S10E03

    When the accountant sent these books back as unusable, and three previous bookkeepers had all called them clean, our favorite Bookkeeping Mensch, Paul Rosenblum,  knew this cleanup would take a lot of time. Now he's deep into it and the books are starting to come together. Picking up where Part 1 left off, Paul walks through the hands-on work of the last several weeks: two of six tangled credit cards now fully reconciled through 2025, months of "buy now, pay later" purchases separated out from cost of goods sold, and adjusting entries created to make beginning-of-year balances finally match reality. Along the way, he uncovers a compliance issue that goes beyond typical cleanup: one business partner had been running a separate, wholly-owned LLC that was billed as a subcontractor to the company. This is something that the IRS doesn't allow when that partner also owns a stake in the business being billed.  With the profit and loss nearly finished, Paul turns to the balance sheet: sorting out the equity split between two partners, tracking down company assets and home-office expenses that were never recorded, and weighing a tricky judgment call on categorizing meals between business partners, all against unclear new 2026 rules on meal deductions. This is a grounded look at what it actually takes to turn a multi-year mess into books a tax preparer can trust. No shortcuts, and no AI required. Part 1: https://pod.link/1688000860/episode/QnV6enNwcm91dC0xOTUwMjg1NQ 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  7. Jul 30

    Who Decides If a Business Expense Is Tax Deductible? S10E02

    Who is responsible for deciding whether a business expense is tax deductible: the client, the bookkeeper, or the tax preparer? In this episode, our favorite Bookkeeping Mensch, Paul Rosenblum, shares his approach to handling missing receipts, client gifts, business meals, and other bookkeeping gray areas. He touches on where professional responsibility begins and ends, and whether bookkeepers should rely on client information or use their own judgment when categorizing expenses.  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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

  8. Jul 23

    How Bad Bookkeeping Hurts Your Business: S10E01

    Three bookkeepers said the books were clean. The accountant said otherwise. Bad bookkeeping creates business problems, not just accounting problems. Inaccurate financial records can lead to overpaying taxes, missing valuable tax deductions, making decisions based on unreliable numbers, and creating challenges when applying for loans or funding. Our favorite Bookkeeping Mensch, Paul Rosenblum, is here to explain why accurate books matter long before tax season arrives and why getting the numbers right can save businesses significant time, money, and stress. Using a real bookkeeping cleanup project as a case study, Paul shares how what initially appeared to be a routine cleanup uncovered missing bank accounts, unrecorded credit cards, unreconciled transactions, and financial reports that couldn't be trusted. Along the way, he explores the importance of tax loss carryforwards and demonstrates why bookkeeping is far more than data entry. Accurate books provide the foundation for business decisions, tax planning, financial reporting, and long-term growth. Paul continues untangling this client's books in the episodes ahead, working through the credit cards, balance sheet, and compliance issues that emerge along the way. Mentioned in this episode: Does Bookkeeping Need To Be More Regulated? S7E4 https://pod.link/1688000860/episode/QnV6enNwcm91dC0xODcxMTY0Ng 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 and adapting to the world of cloud-based QuickBooks Online. He shares practical, in-the-weeds lessons from real client files every episode. 👀 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 💸  Website: https://bookkeepermensch.com 🎧 Producer Steph: https://linktr.ee/stephfuccio  🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org

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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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