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

By Paul Rosenblum | 25+ Years of Bookkeeping, Small Business Finances, and Tax InsightsBusiness Entrepreneurship Education How To

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

March 27, 2025 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 and the IRS to assess worker classification, highlighting the serious tax implications of misclassification and the challenges employers face in navigating these rules. Turns out, bookkeeping isn’t just about numbers—it’s also about dodging financial punches… speaking of which, why did the bookkeeper break up with the calculator? It couldn’t handle their negative balance!
Episodes mentioned:
- W2 or 1099...The Question That Haunts Business Owners (ep 5)
https://www.buzzsprout.com/2188873/episodes/12836055-w2-or-1099-the-question-that-haunts-business-owners
- W2 or 1099: A closer look (ep 6)
https://www.buzzsprout.com/2188873/episodes/12836054-w2-or-1099-a-closer-look
- 1099 Reporting Changes (ep 21)
https://www.buzzsprout.com/2188873/episodes/13852295-1099-reporting-changes
- QuickBooks no more? (ep 26)
https://www.buzzsprout.com/2188873/episodes/14240698-quickbooks-no-more
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
14 min
March 13, 2025 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 revenue or only include management fees. Understanding these choices is crucial for business owners, bookkeepers, and accountants to ensure accurate financial reporting and strategic decision-making. And remember—bad bookkeeping is like a broken pencil… pointless!
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
13 min
February 27, 2025 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 fiduciary duty and ethical responsibility, exploring how tax preparers navigate unpaid clients, financial missteps, and tricky legal gray areas. From handling overdue invoices to deciding whether to report client mistakes, it’s all about balancing integrity with business survival, isn’t it? And remember—bad bookkeeping is like a broken pencil… completely pointless!
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
18 min
February 13, 2025 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 business examples, he helps bookkeepers and small business owners spot fair fees, value expertise, and make smarter pricing decisions.
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
17 min
January 30, 2025 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 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. Listen for the full details and for Paul’s reaction to this seismic shift in bookkeeping.

🔥 Substack post mentioned:
https://paulrosenblum.substack.com/p/how-do-independent-bookkeepers-start
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
13 min
January 16, 2025 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 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, insurance, workers comp, capital gains child support and so much more on the personal side of your taxes as well as small business tax deductions like vehicle expenses, business meals, advertising, etc. You’ll need to listen to this before talking to your Bookkeeper.

They’ll be really impressed with how prepared you are when you do. Promise!
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
13 min
December 24, 2024 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 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 preparation tasks help him stay organized so they’re likely to help you do the same. And one more thing to contemplate before 2025: Why was the bookkeeper's favorite Christmas carol 'Silent Night? Because it’s the only time their books are balanced! Happy Holidays and Happy New Year everyone!
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
11 min
December 12, 2024 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 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 wrong. Very wrong. Good intentioned shortcuts can lead to all kinds of financial and legal issues. Paul knows you don’t want that to happen so please follow his advice because your business should thrive, not stumble and fall.
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
18 min
November 26, 2024How 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 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-food-s-perception-problem
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
13 min
November 14, 2024 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 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 without diving into political specifics. Rather than predictions, Paul gives insights on what may unfold, encouraging small business owners to stay informed and adaptable—an approach that empowers us all to navigate whatever changes may come with confidence.
Send us Fan Mail
Support the show
About the host
Paul Rosenblum has been doing hands-on bookkeeping for over 30 years, starting with QuickBooks Desktop.
👀 Why Niche Podcasts Are The Bedrock Of The Industry: https://podalization.substack.com/p/why-niche-podcasts-are-the-bedrock
😄 Send Paul a text or 📞 voice message (include your contact info if you want a reply) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms
📨 Email: [email protected]
📰 Substack: https://paulrosenblum.substack.com/
💸 Website: https://bookkeepermensch.com
🎧 Get help with your podcast with PodcastSteph https://podcaststeph.substack.com/p/the-5-paths-to-podcast-discoverability
🎵 Music: SourceAudio: https://www.sourceaudio.com/
🔉 Sound effects: https://freesound.org
Interview with Mary: ...
14 min

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

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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…