Shows / The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
Episodes
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeepers and the Law (Again) S10E14
In this short episode, our favorite Bookkeeping Mensch, Paul Rosenblum, starts with a follow-up to Season 9, Episode 8, the bookkeeper arrested for nonpayment…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Another Project Nearly Finished! S10E13
The big summer project is nearly done! Our favorite Bookkeeping Mensch, Paul Rosenblum, reports that the corporation is filed and the accountant is happy, but…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
The Chart of Accounts: A Slightly Different Look at it S10E12
The chart of accounts keeps popping up in business news feeds, so our favorite Bookkeeping Mensch, Paul Rosenblum, is taking a fresh look at it. Paul shares…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Third Party Software - Yay or Nay? The Good and the Not So Good S10E11
Kicking off the next 100 episodes, our favorite Bookkeeping Mensch, Paul Rosenblum, shares a cautionary tale about what happens when third-party software…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Celebrating 100 Episodes of Bookkeeping, Teaching, and Community: S10E10
One hundred episodes in, our favorite Bookkeeping Mensch, Paul Rosenblum, is taking a moment to thank YOU, the listeners, who turned this independent podcast…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Nearly 100 Bookkeeping Podcast Episodes and the Surprises They Led To: S10E09
Reaching 100 podcast episodes wasn’t something our favorite Bookkeeping Mensch, Paul Rosenblum, ever expected when he started the show in 2022. In this special…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
What Debts Are Forgiven When Someone Dies? S9E11
Nobody likes thinking about death, but getting your finances in order now can make things much easier for the people you leave behind. To help with this, our…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
How to Reduce Bookkeeping Errors in QuickBooks Online: S9E10
Online computerized accounting changes almost everything about bookkeeping. But don’t worry, our favorite Bookkeeping Mensch, Paul Rosenblum, is here to help…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
2026 Tax Brackets Overview: S9E9
Wondering where you fall in the 2026 tax brackets? In this quick episode, Paul Rosenblum walks through the latest tax rates for single and joint filers and…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
The Hidden Bookkeeping Money Decisions You Make Every Day: S9E8
Bookkeeping isn’t just spreadsheets and accounting software. Our favorite Bookkeeping Mensch, Paul Rosenblum, reflects on how everyday money habits quietly…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Can a Bookkeeper Go to Jail for Payroll Taxes? S9E7
Payroll taxes are not just paperwork, and Paul Rosenblum shares a quick but important reminder about how bookkeepers can face serious legal consequences when…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Why Are Fast Food Chains Bringing Back Cheap Meals? S9E6
Fast Food Chains Are Reinventing Themselves Again. If eating out has felt more expensive, less personal, or just different lately, there’s a reason, and our…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Signing a Commercial Lease? Top Risks Small Business Owners Need to Know. S9E5
Signing a commercial lease can feel like just another business task, but one missed detail can create expensive problems for years. Our favorite Bookkeeping…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Why Shared Business Expenses Create Bookkeeping Problems Fast. S9E4
Shared expenses. Missing communication. Bookkeeping chaos. What happens when one business owner starts moving between multiple companies, reimbursable…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Small Business Meals & Entertainment Write-Off Rules 2026. S9E3
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Business Equipment: Section 179, Depreciation or a DeMinimus Expense. S9E2
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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastUnderstanding EBITDA: What Lenders and Buyers Look For. S9E1
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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastSmall Business Growing Too Fast? Accounting and Bookkeeping Problems to Watch S8E3
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Should You Be Talking to Your Bookkeeper More? S8E2
How about a candid and lighthearted vent about the hidden frustration bookkeepers face when small business owners don’t communicate or engage with their…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastIs AI Driving the Need for Bookkeeping Standardization? S8E1
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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastDoes Bookkeeping Need To Be More Regulated? S7E4
Bookkeeping has no real guardrails. What happens when a profession has no required standards? That’s the heart of the “listener” question our favorite…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastHow 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastHow 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastAre 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastTrust 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastWhere 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastBookkeeping 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastWhen 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastHaunted 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastGetting 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastWhat 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastBookkeeping 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastTwo 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastTwo 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastLLC 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastQuickBooks 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastBookkeeping 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…
The (Not Boring) Boring Small Business Bookkeeping and Accounting PodcastPrepare 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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Your Complete 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…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Twelve Days of Christmas Bookkeeping: S4E4
We can’t wrap up the year without a playful holiday episode, can we? That’s why our resident Bookkeeping Mensch, Paul Rosenblum, is here to share his…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Signs of bad bookkeeping: S4E3
After you find a suitable bookkeeper for your business, it can be easy to assume that your job is done. Now it’s their turn to do the books and you can do…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
How Communication Impacts Year-End Bookkeeping? S4E2
What do $12,000, lending company money and 3 LLC's have to do with one another? These are the examples that our resident Bookkeeping Mensch shares with us to…
- The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
What Leadership Changes Could Mean for Small Business: S4E1
As Americans process recent political events, our level-headed resident Bookkeeping Mensch, Paul Rosenblum, offers thoughtful reflections on how upcoming…