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

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

By: Paul Rosenblum
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About this listen

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.

© 2025 The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Economics Leadership Management & Leadership
Episodes
  • What does ‘cash on hand’ mean in bookkeeping?
    Sep 18 2025

    🦉 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 your POS totals don’t match your bank deposits, the mystery usually comes down to three little words. Don't worry, our favorite Bookkeeping Mensch, Paul Rosenblum, is here to break down the tricky world of cash on hand. From POS systems and sales tax to tips, deposits, and those frustrating month-end discrepancies, he explains how this account works, why it’s so confusing, and what both bookkeepers and business owners need to understand, including:

    • 💳 How POS systems track sales, tax, and tips
    • 🏦 Why deposits rarely match end-of-month sales
    • 📊 What “cash on hand” looks like in the books
    • 💵 Common mistakes with cash, checks, and payroll
    • 🤝 How communication between owners and bookkeepers prevents messy books

    With real-world examples and clear explanations, Paul gives you the clarity and confidence to spot cash-on-hand issues before they snowball into messy books and costly fixes.

    IRS $6K deduction

    Support the show

    😄 Send Paul a message. (add your email for a reply). https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms

    🎧 Podcast production & Growth: https://www.coffeelikemedia.com/

    💸 Website: https://bookkeepermensch.com

    🎵 Music: SourceAudio: https://www.sourceaudio.com/

    📨 Email: Bookkeepermensch@gmail.com


    Show More Show Less
    25 mins
  • Bookkeeping Q&A: Get Ahead Before Tax Season Hits
    Sep 4 2025

    🦉 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!

    QuickBooks, 1099s, Affirm, Cars, Chaos.

    👉 Bookkeepers and Business owners can’t afford to wait until tax season to get organized.

    In this first-ever Q&A episode, Paul Rosenblum — Our Favorite Bookkeeping Mensch — tackles real listener questions about:

    ✅ When to start fresh in QuickBooks

    ✅ How to reconcile every account (banks, loans, investments)

    ✅ What the new 1099 thresholds mean

    ✅ The right way to handle Affirm loans and vehicle financing

    Paul also shares a candid story about client delays and missing access that turned into a last-minute scramble, raising the bigger question: why do bookkeepers stop everything at the wrong time?

    💬 Send your questions anytime at BookkeeperMensch.com

    Sound effect:

    old cash register open and close with a bing by clubmydia+ -- https://freesound.org/s/584168/ -- License: Creative Commons 0

    Support the show

    😄 Send Paul a message. (add your email for a reply). https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms

    🎧 Podcast production & Growth: https://www.coffeelikemedia.com/

    💸 Website: https://bookkeepermensch.com

    🎵 Music: SourceAudio: https://www.sourceaudio.com/

    📨 Email: Bookkeepermensch@gmail.com


    Show More Show Less
    19 mins
  • Two Bookkeeping Mistakes That Cost More Than You Think
    Aug 21 2025

    🦉 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 your bookkeeper says, “Call me before you make big changes,” this is why.

    Two unexpected summer projects pushed Our Favorite Bookkeeping Mensch, Paul Rosenblum, to the edge of his patience gene—one with endless QuickBooks disconnects and surprise Amex accounts, the other a full switch to Square with quirky deposits and a surprise loan.

    Listen in to learn how last-minute banking and bookkeeping changes can spiral into time-consuming, expensive messes—and how to avoid costly manual work and delays through better planning and access sharing. These simple communication habits will keep your books (and your bookkeeper) in great shape.

    Support the show

    😄 Send Paul a message. (add your email for a reply). https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms

    🎧 Podcast production & Growth: https://www.coffeelikemedia.com/

    💸 Website: https://bookkeepermensch.com

    🎵 Music: SourceAudio: https://www.sourceaudio.com/

    📨 Email: Bookkeepermensch@gmail.com


    Show More Show Less
    13 mins
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