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. 5D AGO

    Why Shared Business Expenses Create Bookkeeping Problems Fast. S9E4

    Send us Fan Mail Shared expenses. Missing communication. Bookkeeping chaos. What happens when one business owner starts moving between multiple companies, reimbursable expenses, partnerships, and credit cards… but forgets to tell their bookkeeper what’s actually happening? In this episode, our favorite Bookkeeping Mensch, Paul Rosenblum, walks through a real bookkeeping situation involving reimbursements between businesses, partnership accounting, balance sheet loans, and how one missing piece of communication nearly created major tax filing problems. But this episode isn’t really just about bookkeeping entries. It’s about the growing communication gap between business owners and bookkeeping teams, especially in today’s remote work environment. If you’ve ever thought bookkeeping was “just data entry,” or assumed your accountant or bookkeeper would somehow magically figure everything out later, this episode explains why that mindset can become expensive fast. Support the show 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  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

  2. MAY 14

    Small Business Meals & Entertainment Write-Off Rules 2026. S9E3

    Send us Fan Mail Business meal and entertainment tax rules have changed, and many small business owners still aren't sure what's deductible in 2026. Don't worry, our favorite Bookkeeping Mensch, Paul Rosenblum, is here to explain meals, sports tickets, country clubs, and how to handle reimbursable expenses the smart way in a new experimental episode.  Be sure to let us know if you like this small bites of bookkeeping!  Support the show 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    3 min

  3. MAY 7

    Business Equipment: Section 179, Depreciation or a DeMinimus Expense. S9E2

    Send us Fan Mail That desk, laptop, or company vehicle might affect your taxes more than you think. Get clear on how these items should be handled in your bookkeeping. Many business owners buy equipment without knowing whether it should be depreciated over time, written off with Section 179, or treated as a smaller expense under de minimis rules. Those choices can impact taxes, bookkeeping accuracy, and how clearly you understand your business finances. In this episode, our favorite Bookkeeping Mensch, Paul Rosenblum, breaks down these three key concepts in plain English and explains why business owners should talk with their tax preparer now that things are a bit calmer post tax season. This episode could save you money and reduce confusion. Links:  NOLO: IRS De Minimis Rule for Deducting Business Property: https://www.nolo.com/legal-encyclopedia/new-irs-de-minimis-rule-deducting-business-property.html#:~:text=BasicallyQuickbooks Small business tax deductions cheat sheet: chrome-extension://efaidnbmnnnibpcajpcglclefindmkaj/https://digitalasset.intuit.com/render/content/dam/intuit/sbseg/en_us/Blog/Downloadable-assset/Checklist/small-business-tax-deductions-checklist-us-en.pdfIndeed, What Is the Definition of De Minimis in Business? https://www.indeed.com/hire/c/info/de-minimisSupport the show 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  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. Understanding EBITDA: What Lenders and Buyers Look For. S9E1

    APR 23

    Understanding EBITDA: What Lenders and Buyers Look For. S9E1

    Send us Fan Mail Your profit might be lying to you. Not all profit tells the truth. In this episode, Paul breaks down EBITDA, a key number that banks, buyers, and investors use to evaluate your business. While your standard profit and loss includes expenses like interest, taxes, depreciation, and amortization, EBITDA strips those out to show what your business actually earns at its core. That matters if you’re thinking about selling, merging, or simply understanding how healthy your business really is. A company can look profitable on paper but still struggle with cash flow, debt, or owner withdrawals, and EBITDA helps highlight earning potential, not the full picture. Paul also shares real client examples to show how these adjustments play out and what buyers may look for beyond this number. Listen to the full episode to understand how EBITDA works and when you should actually use it. EBITDA download:  https://drive.google.com/drive/folders/1C_4Owq5WyWFsjIndVUAG_iXlQdY7AelN?usp=drive_link Support the show 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  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
  5. Small Business Growing Too Fast? Accounting and Bookkeeping Problems to Watch S8E3

    APR 9

    Small Business Growing Too Fast? Accounting and Bookkeeping Problems to Watch S8E3

    Send us Fan Mail Your business is growing, but your systems aren’t keeping up. Our favorite Bookkeeping Mensch, Paul Rosenblum, is seeing this everywhere, and let’s just say he’s not popping champagne about it.  He’s watching clients add more LLCs, more accounts, more moving parts, but not more structure, and somehow he’s the one who gets to sort it all out later. That’s where the problems sneak in. Books fall behind, decisions get harder, and small issues quietly turn into expensive ones. He walks through what this actually looks like behind the scenes, and why growth without systems puts pressure on everything underneath, especially the humans trying to keep it all running. But he also shares what it looks like when a client gets it right, and why that makes his bookkeeping heart very, very happy. Support the show 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    16 min

  6. MAR 26

    Should You Be Talking to Your Bookkeeper More? S8E2

    Send us Fan Mail 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 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  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
  7. Is AI Driving the Need for Bookkeeping Standardization? S8E1

    MAR 12

    Is AI Driving the Need for Bookkeeping Standardization? S8E1

    Send us Fan Mail 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 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨   Email:   Bookkeepermensch@gmail.com

    13 min
  8. Does Bookkeeping Need To Be More Regulated? S7E4

    FEB 26

    Does Bookkeeping Need To Be More Regulated? S7E4

    Send us Fan Mail 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 👀 We got reviewed! Why an Indie Accounting Podcast Is Not Boring! https://vocal.media/trader/why-an-indie-accounting-podcast-is-not-boring 😄 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 🎧 Producer Steph: https://linktr.ee/stephfuccio 💸  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
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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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