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Teaching Tax Flow: The Podcast

Hosted by Chris Picciurro and John Tripolsky · business · EN · 187 episodes

Audience: 6

About this Podcast:

Welcome to “Teaching Tax Flow: The Podcast”, the show that’s all about demystifying taxes and helping you keep more of your hard-earned income in your pocket.Hosted by tax experts from the Teaching Tax Flow team, this unfiltered (but clean) podcast is designed to empower you with the knowledge and tools you need to confidently navigate the world of taxes. We’ll cover everything from understanding tax laws and regulations to maximizing deductions and credits.In each episode, we’ll break down a specific tax-related topic in a clear and accessible way, providing practical tips and strategies you can use to optimize your tax situation. We’ll also answer listener questions, share the mic with amazing guests, and share real-world examples to help illustrate key concepts.Whether you’re a freelancer, small business owner, real estate investor, or just looking to understand your taxes better, this podcast is for you. So tune in, take notes, and start building your confidence in taxes toda

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Contact path

Verified email

Booking probability

26%

Guest openness

Selective

Verified email on file
80/100
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Questions about Teaching Tax Flow: The Podcast

What is Teaching Tax Flow: The Podcast about?

Welcome to “Teaching Tax Flow: The Podcast”, the show that’s all about demystifying taxes and helping you keep more of your hard-earned income in your pocket. Hosted by tax experts from the Teaching Tax Flow team, this unfiltered (but clean) podcast is designed to empower you with the knowledge and tools you need to confidently navigate the world of taxes.

Who hosts Teaching Tax Flow: The Podcast?

Teaching Tax Flow: The Podcast is hosted by Chris Picciurro and John Tripolsky. The show has published 187 episodes to date.

What has Teaching Tax Flow: The Podcast covered recently?

Recent episodes include "Ep. 210 | The IRS Is All-In on AI" (20 October 2026, 18 minutes), "Ep. 209 | Smart Moves with Employee Stocks" (13 October 2026, 21 minutes), and "Ep. 208 | Maximize Your Year-End Tax Game" (6 October 2026, 17 minutes).

How often does Teaching Tax Flow: The Podcast publish?

Teaching Tax Flow: The Podcast publishes roughly weekly, with episodes averaging 20 minutes across 187 episodes.

How hard is it to get booked on Teaching Tax Flow: The Podcast?

Booking probability for Teaching Tax Flow: The Podcast is 26%, and the host is rated Selective on guests. Teaching Tax Flow: The Podcast requires a Pod Score of 80 or higher. Teaching Tax Flow: The Podcast's contact route on record: verified email.

Who should pitch Teaching Tax Flow: The Podcast?

The strongest fits for Teaching Tax Flow: The Podcast are Accounting, Tax & Payroll. Teaching Tax Flow: The Podcast has a business audience.

About the host

Chris Picciurro and John Tripolsky hosts Teaching Tax Flow: The Podcast, a business show with 187 episodes published.

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Recent episodes

Our AI reads these to draft pitches. Use them as grounding for a pitch that cites a real guest and a specific topic.

  • Teaching Tax Flow: The Podcast

    Ep. 210 | The IRS Is All-In on AI

    Oct 20, 202618 min

    The IRS is getting smarter with AI. What does that mean for your taxes? In this episode, John Tripolsky and tax expert Chris Picciurro, CPA, break down how the IRS uses artificial intelligence to flag income mismatches...

  • Teaching Tax Flow: The Podcast

    Ep. 209 | Smart Moves with Employee Stocks

    Oct 13, 202621 min

    In this episode of the podcast, co-hosts John Tripolsky and Chris Picciurro welcome Julie Merrill, CPA, to delve deep into the intricacies of employee stock options and the 83B election. This episode seeks to demystify...

  • Teaching Tax Flow: The Podcast

    Ep. 208 | Maximize Your Year-End Tax Game

    Oct 6, 202617 min

    In this episode of the Teaching Tax Flow podcast, co-hosts John and Chris dive into the crucial topic of year-end tax planning. As they note, with only 86 days left in 2026, taxpayers have limited time to optimize tax...

  • Teaching Tax Flow: The Podcast

    Ep. 207 | Reportable vs. Taxable Income

    Sep 29, 202618 min

    In this episode of the Teaching Tax Flow podcast, the guys delve into the complexities of IRS tax obligations that you might unexpectedly face. As they approach the Halloween season, a fitting time for conversations...

  • Teaching Tax Flow: The Podcast

    Ep. 206 | Where Americans Are Actually Moving (And Why)

    Sep 22, 202620 min

    This episode breaks down the latest IRS data to show exactly which states are seeing the largest influx of residents and which are experiencing the most significant exodus. We look at the numbers behind the movement to...

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  • Teaching Tax Flow: The Podcast

    Ep. 205 | Save Big with Reverse Cost Segregation

    Sep 15, 202621 min

    Chris Streit from CSA Partners is back on the podcast to dive deep into real estate tax strategies. You'll be introduced to innovative methods to minimize taxes payable upon selling a property, with a special focus on...

  • Teaching Tax Flow: The Podcast

    Ep. 204 | Hidden Tax Deductions for Farmers

    Sep 8, 202618 min

    This episode dives into Untapped Tax Deductions for Farmers! You'll hear all about an overlooked tax strategy dedicated to landowners and farmers, featuring special guest Chris Streit from CSA Partners. The episode...

  • Teaching Tax Flow: The Podcast

    Ep. 203 | Long-Term Real Estate Investing + Taxes

    Sep 1, 202616 min

    In this episode, Chris Picciurro, a tax planning expert and real estate investing enthusiast, draws the strategic connections between long-term real estate investments and tax planning. He introduces listeners to the...

  • Teaching Tax Flow: The Podcast

    Ep. 202 | Future Athletes (NIL) / Entertainers

    Aug 25, 202622 min

    In this eye-opening episode, John Tripolsky and Chris Picciurro welcome Jimmy Strong to discuss essential financial considerations for parents of talented minors. As children with unique abilities transition into...

  • Teaching Tax Flow: The Podcast

    Ep. 201 | Tax Insights From Our "Conference Season"

    Aug 18, 202621 min

    In this episode of the podcast, hosts John Tripolsky and Chris Picciurro, CPA, dive into the dynamic and very insightful "conference season" for tax professionals. They take a broad look at the tax industry, focusing on...

  • Teaching Tax Flow: The Podcast

    Ep. 200 | Navigating Medicare

    Aug 11, 202627 min

    In this episode of the Teaching Tax Flow Podcast, John Tripolsky and Chris Picciurro, CPA, jump into the complexities of Medicare with expert guest Rebecca Jackson from Main Line Benefits. As healthcare continuity...

  • Teaching Tax Flow: The Podcast

    Ep. 199 | Big Tax Wins For $600K+ W-2 Earners

    Aug 4, 202618 min

    In episode 199 of the Teaching Tax Dlow podcast, co-hosts Chris Picciurro and John Tripolsky dive into strategic tax planning for W-2 wage earners who make over $600,000 annually. Following up on their previous...

  • Teaching Tax Flow: The Podcast

    Ep. 198 | W-2 Employees $100K or Less: Top Tax Strategies

    Jul 28, 202622 min

    In Episode 198 of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky delve into impactful strategies for individuals earning $100,000 or less in annual W2 income. This episode is particularly...

  • Teaching Tax Flow: The Podcast

    Ep. 197 | Unlocking Your 1040 (Tax Planning Tool)

    Jul 21, 202622 min

    In this episode of the Teaching Tax Flow podcast, host John Tripolsky welcomes Bill Park, the founder of TaxHakr, to explore the intricacies of the IRS Form 1040 and its untapped potential as a tool for effective tax...

  • Teaching Tax Flow: The Podcast

    Ep. 196 | 2025 IRS Databook Compliance & Enforcement

    Jul 14, 202621 min

    In this episode of the Teaching Tax Flow podcast, Chris and John dig into the IRS Databook for fiscal year 2025, focusing specifically on compliance and enforcement. This episode is part two of a detailed exploration...

  • Teaching Tax Flow: The Podcast

    Ep. 195 | 2025 IRS Databook Observations

    Jul 7, 202621 min

    Episode 195 of the "Teaching Tax Flow" podcast, Chris and John discuss the IRS Data Book for the fiscal year 2025. They break down the comprehensive data report to highlight essential insights into IRS collections...

  • Teaching Tax Flow: The Podcast

    Ep. 194 | Breaking Down Trump Accounts

    Jun 30, 202623 min

    In this episode of the Teaching Tax Flow podcast, Chris Picciurro and John Tripolsky host Andrew Wallner, CPA, to decode the complexities surrounding Trump Accounts. This in-depth discussion delves into the intricacies...

  • Teaching Tax Flow: The Podcast

    Ep. 193 | Case Study: Joe & Jill Pickleball

    Jun 23, 202621 min

    In Episode 193 of the Teaching Tax Flow podcast, hosts John Tripolsky and Chris Picciurro jump into the intricacies of tax planning for early retirees with the case study of Joe and Jill Pickleball. This episode sheds...

  • Teaching Tax Flow: The Podcast

    Ep. 192 | Mastering Home Office Deductions

    Jun 16, 202620 min

    In Episode 192 of the Teaching Tax Flow Podcast, hosts Chris Picciurro, CPA and John Tripolsky revisit the often-overlooked, yet crucial, topic of the home office deduction. Designed to demystify the complexities...

  • Teaching Tax Flow: The Podcast

    Ep. 191 | Scoop & Sprinkle's Sweet Success

    Jun 9, 202622 min

    In Episode 191 of the Teaching Tax Flow podcast, John Tripolsky and Chris Picciurro dissect a complex case study from Chris's book "Defeating Taxes." They delve into the story of "Scoop and Sprinkle," a married couple...

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