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The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Paul Rosenblum
64 episodes
2 days ago
🦉 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 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 interconnected businesses, where rent flows between an auto shop and the real estate company that owns it, while also handling an LLC-to-corp...
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Entrepreneurship
Education,
Business,
How To
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All content for The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast is the property of Paul Rosenblum and is served directly from their servers with no modification, redirects, or rehosting. The podcast is not affiliated with or endorsed by Podjoint in any way.
🦉 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 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 interconnected businesses, where rent flows between an auto shop and the real estate company that owns it, while also handling an LLC-to-corp...
Show more...
Entrepreneurship
Education,
Business,
How To
Episodes (20/64)
The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
LLC to S Corp? A Bookkeeper’s POV
🦉 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! 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 a client from an LLC to an S Corp, navigating unclear tax advice, and digging into forgotten 2021 transactions. It’s a glimpse into...
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1 week ago
14 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
QuickBooks Chaos to Clarity Case Study
🦉 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! 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 cards, tangled business and personal transactions, and even a surprise closed bank account with missing rent payments. Unlike past episodes tha...
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3 weeks ago
13 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeeping Off-Season Planning That Pays Off
🦉 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! 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 client projects, catch up on multi-year financials, and prepare for the busy season ahead. You’ll see how strategic bookkeeping during q...
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1 month ago
13 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Get Early Access to New Episodes
🦉 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! Thank you for your support. Support the show 🎧 Get early access to the podcast by subscribing: https://www.buzzsprout.com/2188873/supporters/new 😄 Send Paul a message. (add your email for a reply). https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms 🎧 Production & Marketing Assistance: https://www.coffeelikemedia.com/ 💸 Website: https://bookkeeper...
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1 month ago
1 minute

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Prepare Your Bookkeeping Deductions Early
🦉 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! 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 own business, knowing what to track now will keep your books in top shape — and your future self will thank you. In this episode Paul...
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1 month ago
11 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Why Accrual Accounting Costs More
🦉 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! 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 business owners more. If cash-based accounting is a jog, accrual accounting is a marathon... and your bookkeeper deserves more than...
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2 months ago
18 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeeping Without the Burnout
🦉 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! 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 real-world stories, hard-earned boundaries, and bookkeeping wisdom that helps you work smarter, not just harder—because sometimes ...
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2 months ago
17 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
2024 Bookkeeping Checklist: What to Do After Tax Season
🦉 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! 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 actually get your bookkeeping act together, starting with a simple checklist and some friendly guidance. Whether you're sorting recei...
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3 months ago
8 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
No Income Tax: Boom or Bust?
🦉 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! 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 your vacation fund. Spoiler alert: spending may go up, prices might follow, and the long-term effects could reshape the economy as we know it....
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3 months ago
15 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Classifying Workers: Rules, Risks, and Red Flags
🦉 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! 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 and the IRS to assess worker classification, highlighting the serious tax implications of misclassification and the challenges employ...
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4 months ago
13 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
How to Handle Large Budget Deposits
🦉 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! 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 revenue or only include management fees. Understanding these choices is crucial for business owners, bookkeepers, and accountants t...
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4 months ago
12 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeping Ethics & Tax Prep: Does your Tax preparer owe you a Fiduciary Duty?
🦉 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! 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 fiduciary duty and ethical responsibility, exploring how tax preparers navigate unpaid clients, financial missteps, and tricky legal gr...
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5 months ago
17 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeeping Ethics and Fair Pricing
🦉 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! 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 business examples, he helps bookkeepers and small business owners spot fair fees, value expertise, and make smarter pricing decisions. Sup...
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5 months ago
16 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Bookkeeping Trend: Less But More And More
🦉 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! 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 does a better job at laying out all the details for you. Let’s just say that if you’re a deep diver, you’re going to love this trend. ...
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6 months ago
12 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Your Complete 2025 U.S. Tax Checklist
🦉 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! 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 you dot all those i’s and cross all those t’s (except in number form, because Bookkeeping, right?) Paul covers inheritance, insuran...
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6 months ago
12 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Twelve Days of Christmas Bookkeeping
🦉 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! 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 bookkeeping take on The Twelve Days of Christmas. He outlines key bookkeeping tasks he focuses on in December to prepare for tax season, such as prioritizing clients, reconciling accounts, and reviewing new tax laws. These pr...
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7 months ago
10 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Signs of bad bookkeeping
🦉 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! 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 anything else in the business, right? But our beloved Bookkeeping Mensch, Paul Rosenblum, is here to show you why this would be a mistake. A very big one. He’s even got specific examples when this type of situation goes ...
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7 months ago
17 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
How Communication Impacts Year-End Bookkeeping?
🦉 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! 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 demonstrate that communicating with your Bookkeeper all year is essential. Episode mentioned: American Fast Food's Perception Problem, https://www.buzzsprout.com/2188873/episodes/15686396-american-fast-fo...
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8 months ago
12 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
What Leadership Changes Could Mean for Small Business
🦉 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! As Americans process recent political events, our level-headed resident Bookkeeping Mensch, Paul Rosenblum, offers thoughtful reflections on how upcoming leadership changes may impact small businesses. He provides a big-picture view on possible shifts in tax, regulations, tariffs, minimum wage, and healthcare, focusing on what these could mean for business operations witho...
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8 months ago
13 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
Balancing Business Divorces Brilliantly
🦉 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! Why did the bookkeeper break up with the partnership? Too many outstanding issues and not enough balance! But don't worry, our very balanced Bookkeeper Mensch, Paul Rosenblum, is here to share how to avoid such issues. He talks about five LLCs that hit major bookkeeping snags because the partners weren’t communicating and didn’t have clear roles. They shared QuickBooks sub...
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9 months ago
14 minutes

The (Not Boring) Boring Small Business Bookkeeping and Accounting Podcast
🦉 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 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 interconnected businesses, where rent flows between an auto shop and the real estate company that owns it, while also handling an LLC-to-corp...