Yehuda Tenenbaum, EA

The People Behind the Books

Business EN ↓ 11 episodes

The People Behind the Books explores the human aspect of the tax and accounting field. From entertaining stories to inspirational lessons, you're bound to learn something new and get a peek behind the curtain with the people doing the everyday work of accountants.

Author

Yehuda Tenenbaum, EA

Category

Business

Latest episode

Jul 6, 2026

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Episodes

You're Still Rebuilding the Same Report Every Month. Here's the Fix. 06.07.2026

Ready to reduce the overwhelm and scale your firm? Book your free discovery call at y10taxtech.com . Every month you rebuild the same reports. You re-export the numbers, rebuild the same workpaper, and then redo the whole thing when one transaction changes after the fact. Most firm owners just accept that grind as part of the job. This episode is about why it does not have to be. I sat down with L...

Ep. 9: Upkeeping Around the World with Erin Pohan 12.05.2026

Erin Pohan, founder of Upkeeping and WAVE-Seattle, shares her journey from a small-town girl in Cleveland to a successful entrepreneur. She discusses her early experiences in accounting, her time living in Japan, and the challenges of balancing work and family life. Erin also delves into the creation of her bookkeeping business and her passion for community engagement through content creation and...

Ep. 8 with Randy Crabtree 24.04.2026

Randy Crabtree shares his journey from computer science to becoming a CPA and starting his own firm. He discusses the entrepreneurial spirit that drove him, the challenges he faced in the accounting profession, and the importance of community and mentorship. Randy also highlights impactful client stories and his involvement with the Accounting Cornerstone Foundation, emphasizing the need for empat...

Ep. 7: She Did Everything Right… Then Chose a Different Path with Rebecca Driscoll 09.02.2026

Have you ever wondered if the “right” accounting path you’re on is actually the best one for you? Many accountants do everything by the book—climb the ladder, build the firm, serve the clients—only to quietly question whether the way they’re working is sustainable, fulfilling, or even necessary. This episode speaks directly to that moment of tension: when you’re successful on paper, but sense ther...

Ep 6: She Trained at Juilliard, Then Built a 40-Year Tax Career Helping Artists, Audits, and the IRS 23.01.2026

What do Juilliard, IRS audits, and international artists have in common? In this episode of The People Behind the Books, Yehuda sits down with Phyllis Jo Kubey, EA, CFP, to explore her unexpected path from classical music to a 40-year career in tax. Phyllis shares real-world lessons from representing complex clients, navigating audits and collections, advocating confidently with the IRS, and build...

Episode 5: Software Engineer to AI Accounting with Helen Hastings 09.01.2026

In this episode, we meet Helen Hastings. A software engineer by trade, Helen discusses Quanta's vision to serve as a comprehensive financial system for businesses, emphasizing the importance of having all financial data centralized to provide real-time insights. She highlights the needs of small businesses, which often seek efficient solutions rather than complex accounting software. Connect with...

Episode 4: From IRS Agent to Taxpayer Representative with Michael Raanan 26.12.2025

In this episode we meet Michael Raanan, a former IRS revenue officer turned tax representation expert. Michael shares his journey from working at the IRS to starting his own practice, emphasizing the importance of education in the tax field. He discusses the challenges taxpayers face, the misconceptions about the IRS, and the need for proper guidance. The conversation also touches on the future of...

Episode 3: Empowering Tax Pros with AI - A Conversation with Jack Mao 12.12.2025

In this episode we meet Jack Mao, an enrolled agent and tax professional with a diverse background in tax preparation, technology, and community service. Jack shares his journey from coding in high school to running his own tax firm and co-founding an AI tax research software called Accordance. The conversation explores the evolving landscape of taxation, the impact of AI on the industry, and the...

Episode 2: From Professor to Tax Professional with Jeremy Wells 28.11.2025

In this episode, Jeremy Wells, an Enrolled Agent and CPA, shares his journey from a small town in Kentucky to becoming a successful tax professional and firm owner. He discusses his early life, education, and the transition from academia to accounting. Jeremy highlights the challenges he faced while starting his tax firm and emphasizes the importance of networking and building client relationships...

The People Behind the Books Trailer 14.11.2025

Welcome to the People Behind the Books, a show where we explore the human side the tax and accounting world.

Episode 1: Educating the Next Generation with Micha Siegel 14.11.2025

In this episode, Yehuda is joined by Micha Siegel, CPA, CFP®, EA, who shares his unconventional journey from underachieving student to warehouse worker to triple-credentialed tax professional and founder of TaxCentric. Micha opens up about discovering accounting later in life, navigating big-firm culture, surviving mergers, and why he ultimately walked away to build a firm rooted in accessibility,...

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