John Tripolsky

John Tripolsky

VP of Marketing, Teaching Tax Flow

Appears in 210 Episodes

Ep. 209 | Smart Moves with Employee Stocks

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 an...

Ep. 208 | Maximize Your Year-End Tax Game

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...

Ep. 207 | Reportable vs. Taxable Income

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 Ha...

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

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 ex...

Ep. 205 | Save Big with Reverse Cost Segregation

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 payabl...

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...

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