John Tripolsky

John Tripolsky

VP of Marketing, Teaching Tax Flow

Appears in 205 Episodes

Ep. 204 | Hidden Tax Deductions for Farmers

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 gu...

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

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

Ep. 202 | Future Athletes (NIL) / Entertainers

In this eye-opening episode, John Tripolsky and Chris Picciurro welcome Jimmy Strong to discuss essential financial considerations for parents of talented minors. As c...

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

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. The...

Ep. 200 | Navigating Medicare

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 fro...

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

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 $600,0...

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

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 a...

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

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 i...

Ep. 196 | 2025 IRS Databook Compliance & Enforcement

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. T...

Ep. 195 | 2025 IRS Databook Observations

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 hig...

Ep. 194 | Breaking Down Trump Accounts

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. T...

Ep. 193 | Case Study: Joe & Jill Pickleball

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 st...

Ep. 192 | Mastering Home Office Deductions

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 dedu...

Ep. 191 | Scoop & Sprinkle's Sweet Success

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 t...

Ep. 190 | Life Insurance & Taxes: Are You Making This Mistake?

Join Teaching Tax Flow for episode 190, where Chris Picciurro and John Tripolsky explore the intricacies of life insurance and its notable impact on tax strategies. In...

Ep. 189 | Defining Tax Planning

In this episode, listeners are welcomed into the intricate world of tax planning with insights from Chris Picciurro. As the self-proclaimed voice of tax planning, Chri...

Ep. 188 | Most Common 1099's

In this episode, listeners will gain a deep understanding of the 10 most prevalent 1099 forms, including 1099-NEC, 1099-MISC, and 1099-INT, among others. Chris Picciur...

Ep. 187 | The Untapped Power of Property Tax Reviews

Welcome to Episode 187 of the Teaching Taxable Podcast. Hosts John Tripolsky and Chris Picciurro, along with guest Pat Gately from Leyton, jump into the often-overlook...

Ep. 186 | Divorce and Taxes: What Changes After Separation?

In Episode 186 of the Teaching Tax Flow podcast, John and Chris cover the vital yet often overlooked topic of taxation in the context of divorce and separation. As dis...

Ep. 185 | The Magic of Backdoor Roth IRAs

Welcome to episode 185 of the Teaching Tax Flow podcast, where hosts John Tripolsky and Chris Picciurro jump into the complexities of backdoor Roth IRA conversions. Th...

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