The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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.
Episodes
85 episodes
Business Equipment: Section 179, Depreciation or a DeMinimus Expense
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 deprecia...
Understanding EBITDA: What Lenders and Buyers Look For
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 expen...
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Small Business Growing Too Fast? Accounting and Bookkeeping Problems to Watch
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, m...
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Should You Be Talking to Your Bookkeeper More?
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 Bookkeepi...
Is AI Driving the Need for Bookkeeping Standardization?
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...
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Does Bookkeeping Need To Be More Regulated?
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...
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How Bookkeeping Improves Profitability for Small Business Owners: S7E3
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...
How to Do Bookkeeping for Etsy, eBay, and Online Side Hustles (Fees, Inventory & Taxes): S7E2
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 ...
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Are Business Meals Deductible in 2026? A Bookkeeper Explains the New IRS Rules: S7E1
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...
Trust Centered Bookkeeping: S6E8
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 conve...
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Where Bookkeeping Meets Immortality: S6E7
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 limi...
Bookkeeping Ethics and When to Push Back on Client Requests: S6E6
When clients cross the line, how do you hold yours? Bookkeeping isn’t about keeping quiet, it’s about keeping standards. Our favorite Bookkeeping Mensch, Paul Rosenblum, answers a listener’s fan mail about a newer bookkeeper, Katie, whos is str...
When DIY Bookkeeping Meets Pre-Tax Season: S6E5
This pre-tax season, our favorite Bookkeeping Mensch, Paul Rosenblum is having fun because he’s knee-deep in one of his favorite things—a DIY bookkeeping cleanup. He takes us along on the clean up journey, including two tangled LLCs, years of u...
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Haunted by 1099s: PayPal, Venmo & the New Rules: S6E4
What’s scarier than Halloween? For bookkeepers, it’s the ever-changing 1099 rules. This October, our resident Bookkeeping Mensch, Paul Rosenblum, suits up in his “bookkeeper costume” and dives into the latest PayPal and Venmo 1099 updates. Betw...
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Getting Cash, Payroll, and Petty Cash Right: S6E3
Cash, Payroll, and Petty Cash Puzzles: Bookkeeping isn’t just “data entry”—it’s detective work that keeps your books accurate and your business safe. Our favorite Bookkeeping Mensch, Paul Rosenblum, gets into the messy reality of handling petty...
What does ‘cash on hand’ mean in bookkeeping? S6E2
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 P...
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Bookkeeping Q&A: Get Ahead Before Tax Season Hits: S6E1
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...
Two Bookkeeping Mistakes That Cost More Than You Think: S5E10
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 di...
Two Connected Businesses, One Bookkeeper’s Brain: S5E9
When two businesses blur the lines.Our resident Bookkeeping Mensch, Paul Rosenblum, isn’t just cleaning up books—he’s navigating tangled ones in real time. This episode spends time on a rare challenge: managing finances for two interconne...
LLC to S Corp? A Bookkeeper’s POV: S5E8
Bookkeeping summer projects aren’t for the fainthearted. Our resident Bookkeeping Mensch, Paul Rosenblum, is here to share the behind-the-scenes reality of juggling routine monthly tasks with complex, thinking-heavy projects like transitioning ...
QuickBooks Chaos to Clarity Case Study: S5E7
Messy Books, Real Fixes, No Fluff. This episode isn’t theory—it’s what bookkeepers really deal with. In this episode, our resident Bookkeeping Mensch, Paul Rosenblum, shares the chaos of a real client’s finances: seven credit car...
Bookkeeping Off-Season Planning That Pays Off: S5E6
Summer’s quiet—Paul’s workload isn’t. While others slow down, our resident Bookkeeping Mensch, Paul Rosenblum speeds up. Come along as he shares how the summer months become his most productive time. It's perfect for him to tackle complex clien...
Prepare Your Bookkeeping Deductions Early: S5E5
Tax prep starts now — not later. Getting your deductions organized early can save stress, time, and money when tax season rolls around. Our resident Bookkeeping Mensch, Paul Rosenblum, knows that whether you're a W-2 employee or running your ow...
Why Accrual Accounting Costs More: S5E4
Think bookkeeping is just data entry? In this episode, Paul breaks down the world of accrual accounting to show why it's more than just tracking numbers—it's a complex, monthly process that requires detailed attention and explains why it costs ...
Bookkeeping Without the Burnout: S5E3
Feeling burned out after tax season and rethinking how (and who) you work with? Paul Rosenblum is right there with you—trading high-stress clients and tangled accounts for quality work with people who actually pay (and say thank you). He shares...