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

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

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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 teach...
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Episode List

Trust Centered Bookkeeping

Dec 18th, 2025 10:00 AM

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! 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 conversation about how values shape the way we work. What begins as a look behind the scenes of the podcast quickly becomes something deeper.This episode isn’t really about podcasting. It’s about trust centered bookkeeping and the role relationships, clarity, and care play in long term client work. Using the podcast as a real world example, Paul shares how trust guides his decisions, from how he communicates to how he shows up for clients.When trust comes first, processes follow. And that mindset changes everything.Happy Holidays everyone!Be a part of the podcast by asking a question. Leave your voice message here: https://www.speakpipe.com/PaulRosenblumPodcastSupport the show📞 Leave a voice message for Paul: https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms🎧 Producer Steph: https://www.coffeelikemedia.com/💸 Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨 Email: Bookkeepermensch@gmail.com

Where Bookkeeping Meets Immortality

Dec 4th, 2025 10:00 AM

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 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 limits. He talks openly about grief, shifting energy, evolving client relationships, and what it feels like to age in a profession that runs on precision and stamina. As he looks ahead to 2026, Paul starts sorting through which clients, tax preparers, and workloads actually support his well-being and which ones might need to be gently shown the door. He also digs into the business side of letting go, the emotional weight of being the person everyone relies on, and the very real questions around semi-retirement, succession, and where bookkeeping fits in an AI-shaped future.Be a part of the podcast by asking a question. Leave your voice message here: https://www.speakpipe.com/PaulRosenblumPodcastSupport the show📞 Leave a voice message for Paul: https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms🎧 Producer Steph: https://www.coffeelikemedia.com/💸 Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨 Email: Bookkeepermensch@gmail.com

Bookkeeping Ethics and When to Push Back on Client Requests

Nov 20th, 2025 10:00 AM

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 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 struggling with some issues related to this distinction. It’s a full-on masterclass in bookkeeping confidence. Topics covered include the ethical heart of bookkeeping, the importance of documentation, and why saying “no” is sometimes the most professional thing you can do. Along the way, he shares stories from decades in the field, a few tax tips, and a clear reminder that bookkeeping isn’t data entry, it’s responsibility, accuracy, and boundaries.Sound effect: https://freesound.org/people/metalfortress/sounds/611788/Be a part of the podcast by asking a question. Leave your voice message here: https://www.speakpipe.com/PaulRosenblumPodcastSupport the show📞 Leave a voice message for Paul: https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms🎧 Producer Steph: https://www.coffeelikemedia.com/💸 Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨 Email: Bookkeepermensch@gmail.com

When DIY Bookkeeping Meets Pre-Tax Season

Nov 6th, 2025 10:00 AM

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! 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 unreconciled accounts, and more. He finds joy in the process by relabeling accounts, sorting out equity, and turning confusion into clarity. It’s a reminder that not every mess is a nightmare, especially when the client is cooperative, communicative, and appreciative. As pre-tax season ramps up, Paul’s feeling—dare we say—pre-seasoned and proud of this bookkeeping cleanup.Support the show📞 Leave a voice message for Paul: https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms🎧 Producer Steph: https://www.coffeelikemedia.com/💸 Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨 Email: Bookkeepermensch@gmail.com

Haunted by 1099s: PayPal, Venmo & the New Rules

Oct 23rd, 2025 9:00 AM

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’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. Between the ghosts of shifting IRS thresholds and the rise of AI-generated everything, Paul reminds us why the human side of bookkeeping still matters. He shares his process, his doubts, and his trademark humor as he untangles what the new $2,500 threshold means for 2025 taxes—and why Zelle might (or might not) escape the chaos.Support the show📞 Leave a voice message for Paul: https://www.speakpipe.com/PaulRosenblumPodcast 😄 Send him a text message (remember to include your contact info) https://www.buzzsprout.com/twilio/text_messages/2188873/open_sms🎧 Producer Steph: https://www.coffeelikemedia.com/💸 Website: https://bookkeepermensch.com 🎵 Music: SourceAudio: https://www.sourceaudio.com/ 🔉 Sound effects: https://freesound.org/people/metalfortress/sounds/611788/ 📨 Email: Bookkeepermensch@gmail.com

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