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

May 21 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 expenses, partnerships, and credit cards… but forgets to tell their bookkeeper what’s actually happening?
In this episode, our favorite Bookkeeping Mensch, Paul Rosenblum, walks through a real bookkeeping situation involving reimbursements between businesses, partnership accounting, balance sheet loans, and how one missing piece of communication nearly created major tax filing problems. But this episode isn’t really just about bookkeeping entries. It’s about the growing communication gap between business owners and bookkeeping teams, especially in today’s remote work environment.
If you’ve ever thought bookkeeping was “just data entry,” or assumed your accountant or bookkeeper would somehow magically figure everything out later, this episode explains why that mindset can become expensive fast.
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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
May 14 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 Bookkeeping Mensch, Paul Rosenblum, is here to explain meals, sports tickets, country clubs, and how to handle reimbursable expenses the smart way in a new experimental episode.
Be sure to let us know if you like this small bites of bookkeeping!
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: ...
3 min
May 07Business 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 business owners buy equipment without knowing whether it should be depreciated over time, written off with Section 179, or treated as a smaller expense under de minimis rules. Those choices can impact taxes, bookkeeping accuracy, and how clearly you understand your business finances. In this episode, our favorite Bookkeeping Mensch, Paul Rosenblum, breaks down these three key concepts in plain English and explains why business owners should talk with their tax preparer now that things are a bit calmer post tax season. This episode could save you money and reduce confusion.
Links:
NOLO: IRS De Minimis Rule for Deducting Business Property: https://www.nolo.com/legal-encyclopedia/new-irs-de-minimis-rule-deducting-business-property.html#:~:text=Basically
Quickbooks Small business tax deductions cheat sheet: chrome-extension://efaidnbmnnnibpcajpcglclefindmkaj/https://digitalasset.intuit.com/render/content/dam/intuit/sbseg/en_us/Blog/Downloadable-assset/Checklist/small-business-tax-deductions-checklist-us-en.pdf
Indeed, What Is the Definition of De Minimis in Business? https://www.indeed.com/hire/c/info/de-minimis
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
April 23 Understanding 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 to evaluate your business. While your standard profit and loss includes expenses like interest, taxes, depreciation, and amortization, EBITDA strips those out to show what your business actually earns at its core. That matters if you’re thinking about selling, merging, or simply understanding how healthy your business really is. A company can look profitable on paper but still struggle with cash flow, debt, or owner withdrawals, and EBITDA helps highlight earning potential, not the full picture. Paul also shares real client examples to show how these adjustments play out and what buyers may look for beyond this number. Listen to the full episode to understand how EBITDA works and when you should actually use it.
EBITDA download:
https://drive.google.com/drive/folders/1C_4Owq5WyWFsjIndVUAG_iXlQdY7AelN?usp=drive_link
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
April 09 Small 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 he’s not popping champagne about it.
He’s watching clients add more LLCs, more accounts, more moving parts, but not more structure, and somehow he’s the one who gets to sort it all out later. That’s where the problems sneak in. Books fall behind, decisions get harder, and small issues quietly turn into expensive ones. He walks through what this actually looks like behind the scenes, and why growth without systems puts pressure on everything underneath, especially the humans trying to keep it all running. But he also shares what it looks like when a client gets it right, and why that makes his bookkeeping heart very, very happy.
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: ...
16 min
March 26 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 bookkeeping, financial reports, and business finances? It’s time for our favorite Bookkeeping Mensch, Paul Rosenblum, to share real situations, from miscategorized transactions to years of ignored reports, to show how poor communication leads to errors, delays, and disconnect between bookkeepers, accountants, and clients. He hopes that for you this can be a humorous reminder to stay involved, ask questions, and treat bookkeeping as an ongoing partnership that helps you make better financial 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: ...
12 min
March 12 Is 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 this Season 8 opener, our resident Bookkeeping Mensch, Paul Rosenblum, explores how artificial intelligence is beginning to influence the bookkeeping profession. But the bigger issue is structural. Pricing for bookkeeping services varies wildly, certifications are inconsistent, and banks feed transaction data into accounting systems without standardized formatting. As AI becomes more integrated into tools like QuickBooks, these inconsistencies are becoming harder to ignore.
If the role of the bookkeeper is shifting from data entry to review, explanation, and advisory work, then standards, accreditation, and clearer industry expectations may need to evolve alongside it. Do you agree or disagree? Let Paul know. Contact details are below.
The last episode on bookkeeping industry regulations:
https://pod.link/1688000860/episode/QnV6enNwcm91dC0xODcxMTY0Ng
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
February 26Does 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 Bookkeeping Mensch, Paul Rosenblum, explores in this episode.
As he thinks it through, he zooms out and looks at the structure of the entire bookkeeping profession, from certification and continuing education to pricing, professional identity, and even the idea of a union, Paul reflects on what might change if clear standards existed. He wonders whether introducing levels, credentials, or even a collective structure would strengthen the profession or complicate it, especially when it comes to pricing and client expectations.
This episode doesn’t push a final answer. It opens the door to a bigger conversation about where bookkeeping is headed.
Links mentioned:
American Institute of Professional Bookkeepers, https://aipb.org
National Association of Certified Public Bookkeepers, https://nacpb.org
Institute of Certified Bookkeepers, https://www.bookkeepers.org.uk/
The Bookkeeping Cooperative, https://bookkeeping.coop/home/
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
February 12 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 is actually meant to do. Create clarity.
When bookkeeping is done well, it shows how a business really makes money, where it quietly loses money, and which decisions affect profitability over time. By comparing years side by side, organizing income and expenses with intention, and reviewing the numbers regularly, business owners can move from reacting to planning. This episode is about using bookkeeping as a practical tool, not an abstract report.
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: ...
20 min
January 29 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 Rosenblum, answers a listener question about how online sellers should actually handle bookkeeping, especially when platform reports, fees, and inventory start to blur together at tax time. He breaks down what really needs to be tracked, what doesn’t, and how to keep your books clean without turning your side hustle into a full-time accounting project, because spreadsheets should help you sleep better, not keep you up at night.
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: ...
12 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…