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
77 episodes
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...
•
Season 7
•
Episode 1
•
17:31
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...
•
Season 6
•
Episode 8
•
13:54
.jpg)
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...
•
Season 6
•
Episode 7
•
12:01
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...
•
Season 6
•
Episode 6
•
24:05
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...
•
Season 6
•
Episode 5
•
17:46
.jpg)
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...
•
Season 6
•
Episode 4
•
11:47
.jpg)
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...
•
Season 6
•
Episode 3
•
12:11
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...
•
Season 6
•
Episode 2
•
24:12
.jpg)
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...
•
Season 6
•
Episode 1
•
19:06
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...
•
Season 5
•
Episode 10
•
13:23
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...
•
Season 5
•
Episode 9
•
10:14
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 ...
•
Season 5
•
Episode 8
•
14:11
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...
•
Season 5
•
Episode 7
•
13:43
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...
•
Season 5
•
Episode 6
•
13:17
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...
•
Season 5
•
Episode 5
•
11:04
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 ...
•
Season 5
•
Episode 4
•
18:13
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...
•
Season 5
•
Episode 3
•
17:10
2024 Bookkeeping Checklist: What to Do After Tax Season: S5E2
Still haven’t touched your 2024 books because tax season left you emotionally (and spreadsheet-ly) drained? You’re not alone—but our resident Bookkeeping Mensch, Paul Rosenblum, is here to help you shake off the post-April 15th fog and ac...
•
Season 5
•
Episode 2
•
8:49
No Income Tax: Boom or Bust? S5E1
What if your paycheck came with zero income tax deductions? In this episode, Paul explores a proposal to eliminate federal income tax for those earning under $150K—and what that could mean for small businesses, economic classes, and yo...
•
Season 5
•
Episode 1
•
15:09
Classifying Workers: Rules, Risks, and Red Flags: S4E10
How can businesses determine whether a worker should be classified as a W-2 employee or a 1099 subcontractor? Our resident bookkeeping mensch, Paul Rosenblum, breaks down the two main tests—the Common Law Test and the ABC Test—used by states an...
•
Season 4
•
Episode 10
•
13:12
How to Handle Large Budget Deposits: S4E9
How should businesses handle large budget deposits in their bookkeeping and tax reporting? Our resident Bookkeeping Mensch, Paul Rosenblum, walks us through three different accounting approaches, focusing on whether to report these deposits as ...
•
Season 4
•
Episode 9
•
12:18
Bookkeping Ethics & Tax Prep: Does your Tax preparer owe you a Fiduciary Duty? S4E8
What happens when ethical dilemmas and financial reality collide in tax preparation and bookkeeping? That’s what our resident Bookkeeping Mensch, Paul Rosenblum, is going to unpack in this episode. Specifically, where the fine line between fidu...
•
Season 4
•
Episode 8
•
17:41
Bookkeeping Ethics and Fair Pricing: S4E7
Are bookkeepers charging fair prices, or are some taking advantage of clients? Our resident Bookkeeping Mensch, Paul Rosenblum, dives into the ethics of pricing, exposing common practices like overcharging for 1099 filings. Through real busines...
•
Season 4
•
Episode 7
•
16:24
Bookkeeping Trend: Less But More And More: S4E6
The flavor of business always changes over time but what our resident Bookkeeping Mensch, Paul Rosenblum, has noticed recently in his own bookkeeping practice is going to surprise you. Less but more is the best way I can explain it but Paul doe...
•
Season 4
•
Episode 6
•
12:22
Your Complete 2025 U.S. Tax Checklist: S4E5
It’s a new year and you’re ready to get on top of your small business taxes. Our resident Bookkeeping Mensch, Paul Rosenblum, is here with a handy checklist of super important items that you need to know about (and follow up on) to make sure yo...
•
Season 4
•
Episode 5
•
12:44