Teaching Tax Flow: The Podcast

Chris Picciurro and John Tripolsky

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 today. Produced and hosted by Teaching Tax Flow. www.TeachingTaxFlow.com

  1. Ep. 174 | When To Cut The Cord (on the kids)

    6D AGO

    Ep. 174 | When To Cut The Cord (on the kids)

    Chris Picciuro, CPA, and John Tripolsky explore the stages of introducing financial responsibility and tax education to children in this episode of the Teaching Tax Flow podcast. They discuss three phases: Supported Learning Years, Shared Responsibility Years, and Independence. Chris shares practical advice on how parents can gradually transition from financial providers to advisors, emphasizing the importance of involving children in tax planning from a young age. They also consider strategies like contributing to Roth IRAs and discuss real-life financial lessons that prepare kids for the future. Engage in this insightful conversation to help guide your child towards financial independence. ⸻ CHAPTERS0:04 Electing Out of Automatic Bonus Depreciation for Tax Benefits4:11 Strategic Tax Planning and Bonus Depreciation Decisions8:48 Tax Planning Strategies for Equipment and Vehicle Deductions10:50 Maximizing Tax Benefits Through Strategic Bonus Depreciation Decisions12:11 Efficiency of Travel and Tax Savings Compared13:28 Introducing The Hub for Tax Planning and Partner Connections ⸻ EPISODE SPONSORWealth Builders Mortgage GroupYour trusted mortgage partner for investors and entrepreneurs.👉 https://www.wealthbuildersmortgagegroup.com ⸻ 👉 Spotify https://bit.ly/3KdmtJL👉 Apple Podcasts https://apple.co/3ZkyEtX👉 Amazon https://amzn.to/4qmdqa5👉 iHeart https://bit.ly/iheart-TTF (00:03) - Teaching Kids About Taxes and Financial Responsibility (07:41) - Guiding Children Through Financial Independence Stages (15:21) - Wealth Builders Mortgage Group Empowers Real Estate Investors (15:52) - Teaching Financial Independence Through Staged Learning and Budgeting (21:26) - Engage in Tax Planning and Share Tips on YouTube

    24 min
  2. Ep. 173 | Bonus Depreciation: When NOT to Claim It

    FEB 3

    Ep. 173 | Bonus Depreciation: When NOT to Claim It

    This episode of the Teaching Tax Flow podcast dives into the intricacies of bonus depreciation, a crucial element for effective tax planning. We discuss how this tax deduction, reintroduced by the One Big Beautiful Bill Act, offers significant tax tips for small business owners looking to optimize their income tax liabilities. Understanding these business tax deductions is key to your tax strategy. ⸻ CHAPTERS0:04 Electing Out of Automatic Bonus Depreciation for Tax Benefits4:11 Strategic Tax Planning and Bonus Depreciation Decisions8:48 Tax Planning Strategies for Equipment and Vehicle Deductions10:50 Maximizing Tax Benefits Through Strategic Bonus Depreciation Decisions12:11 Efficiency of Travel and Tax Savings Compared13:28 Introducing The Hub for Tax Planning and Partner Connections ⸻ EPISODE SPONSORStrategic Associates, LLCRoger Roundyhttp://www.linkedin.com/in/roger-roundy-86887b23 ⸻ 👉 Spotify https://bit.ly/3KdmtJL👉 Apple Podcasts https://apple.co/3ZkyEtX👉 Amazon https://amzn.to/4qmdqa5👉 iHeart https://bit.ly/iheart-TTF (00:04) - Electing Out of Automatic Bonus Depreciation for Tax Benefits (04:11) - Strategic Tax Planning and Bonus Depreciation Decisions (08:48) - Tax Planning Strategies for Equipment and Vehicle Deductions (10:50) - Maximizing Tax Benefits Through Strategic Bonus Depreciation Decisions (12:11) - Efficiency of Travel and Tax Savings Compared (13:28) - Introducing The Hub for Tax Planning and Partner Connections

    16 min
  3. Ep. 170 | What's New in 2026

    JAN 13

    Ep. 170 | What's New in 2026

    In this episode of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky dive deep into the transformative tax changes set to take effect in 2026. As a follow-up to their previous discussions, they address crucial tax modifications outlined in the "One Big Beautiful Bill Act," including deductions on tips, overtime, and notable alterations to the standard deduction, all while providing strategies for optimization. The episode unfolds with a detailed exploration of the major tax adjustments for taxpayers beginning in the 2025 tax year, which will significantly impact 2026 tax filings. Key highlights include the introduction of new deductions, such as "No Tax on Tips" and "No Tax on Overtime," tailored to benefit a variety of income groups, while also shedding light on enhancements to the child tax credit and the preservation of the QBI deduction to bolster small business growth. The duo pepper the discourse with insights into extending bonus depreciation at 100%, making it a significant boon for eligible asset acquisitions, particularly in the real estate sector. Taxpayers are encouraged to consult trusted advisors and partake in the show's community to fully leverage these benefits. ⸻ EPISODE SPONSORWealth Builders Mortgage GroupYour trusted mortgage partner for investors and entrepreneurs.👉 https://www.wealthbuildersmortgagegroup.com ⸻ 🎧 Listen on your favorite podcast platform:👉 Spotify https://bit.ly/3KdmtJL👉 Apple Podcasts https://apple.co/3ZkyEtX👉 Amazon https://amzn.to/4qmdqa5👉 iHeart https://bit.ly/iheart-TTF (00:00) - Exploring Tax Changes and Planning for 2026 (02:34) - Major Tax Changes and Deductions for 2025 and Beyond (06:46) - High Taxes and Weather Jokes Between Michigan and Tennessee (07:14) - Tax Deductions and Benefits for Seniors and Business Owners (10:25) - Tax Benefits and Strategies for Real Estate Investors (12:57) - Tax Planning Strategies and Changes for 2026 (17:53) - Investment Advisory and Securities Offerings Explained

    18 min
  4. Ep. 169 | Charitable Deductions for 2026

    JAN 6

    Ep. 169 | Charitable Deductions for 2026

    In this episode, co-hosts John Tripolsky and Chris Picciurro dive into the intricate world of 2026 tax changes to charitable contributions. Kicking off the new year, the guys provide a detailed analysis of what taxpayers can expect with the introduction of the One Big Beautiful Bill Act (OB3), the most significant overhaul of the tax code in about a decade. Chris and John shed light on the various changes that taxpayers, both those who itemize and those who don't, need to prepare for. The duo emphasizes the importance of tax planning and strategic timing to maximize deductions amid these new regulations. As the discussion unfolds, listeners get an in-depth understanding of the new above-the-line deductions for non-itemizers, the impact of AGI floors on charitable contributions for itemizers, and how high-income earners are affected by the new 35% cap on tax benefits. Chris offers practical examples to elucidate these changes, while John underscores the importance of awareness and planning to avoid unpleasant surprises when filing taxes. In addition, they explore how percentage limitations and carry-forward changes can affect deductions, especially for those donating appreciated property. This episode is a valuable resource for anyone seeking to understand and navigate the tax landscape in 2026. Key Takeaways: The One Big Beautiful Bill Act introduces substantial changes to charitable contributions starting in 2026.Non-itemizers can now benefit from above-the-line deductions up to $1,000 for singles and $2,000 for married couples filing jointly.Itemizers will encounter a new floor, set at half a percent of AGI, impacting the amount deductible from charitable giving.High-income taxpayers face a 35% cap on the tax benefit from their charitable donations.Episode Sponsor:Legacy LockBook a 30-minute complimentary discovery session at teachingtaxflow.com/legacy(Mention Teaching Tax Flow for special pricing) (00:00) - 2026 Charitable Contribution Changes and Tax Planning Insights (04:46) - Tax Deductions for Charitable Contributions in 2026 (10:40) - Maximizing Charitable Deductions for High-Income Taxpayers (16:06) - Effective Communication in Tax Advisory and Teaching (17:18) - Understanding Charitable Donation Deductions and Tax Implications (20:37) - Teaching Tax Flow's Upcoming Events and Community Engagement

    24 min
  5. Ep. 168 | Commonly Missed Tax Deductions

    12/30/2025

    Ep. 168 | Commonly Missed Tax Deductions

    In this episode of the Teaching Tax Flow podcast, hosts John and Chris usher in the New Year with invaluable insights into commonly missed tax deductions. Dubbing it a conversation you "may not want to admit is a problem," the discussion promises to shed light on often overlooked opportunities within your tax return, aiming to empower listeners with newfound tax knowledge ahead of their 2025 tax preparations. Whether navigating through state and local tax (SALT) deductions or understanding the minutiae of medical miles, this episode is a treasure trove of tax strategy. Throughout the episode, Chris emphasizes the importance of being proactive and informed about lesser-known deductions. The engaging dialogue reflects on key opportunities such as the state sales tax deduction for non-income tax states, and deductions related to medical miles, charitable miles, and student loan interest. For business owners, the conversation delves into the necessity of capturing deductions like startup costs, home office deductions, and retirement plan contributions. Chris also offers a critical look at rental property tax implications, discussing depreciation, passive activity loss carry forwards, and the Qualified Business Income (QBI) deduction. KEY TAKEAWAYS ✅  State and Local Tax Savings - Beyond high-tax states, residents in non-income tax states can benefit from state sales tax deductions, particularly on significant purchases. ✅  Medical and Charitable Miles - Deductions are available for medical-related travel and miles driven for charitable work, offering additional savings avenues. ✅  Business Deductions - From startup costs to retirement plan contributions, business owners have multiple opportunities for tax savings that are often overlooked. ✅  Rental Properties - Depreciation and passive activity loss carry forwards are crucial yet frequently missed savings on rental properties. ✅  Engagement with the Community - The episode underscores the value of community engagement through platforms like the Defeating Taxes group for personalized tax insights. ⸻ Episode Sponsor:Strategic Associates, LLCRoger Roundywww.linkedin.com/in/roger-roundy-86887b23 ⸻ 🎧 Listen on your favorite podcast platform:👉 Spotify https://bit.ly/3KdmtJL👉 Apple Podcasts https://apple.co/3ZkyEtX👉 Amazon https://amzn.to/4qmdqa5👉 iHeart https://bit.ly/iheart-TTF (00:00) - Commonly Missed Tax Deductions and Financial Goals for 2026 (04:04) - Maximizing Tax Deductions Through Strategic Itemization (08:29) - Commonly Missed Tax Deductions for Individuals and Business Owners (14:41) - Maximize Rental Property Tax Deductions and Avoid Common Mistakes (17:50) - Year-End Tax Tips and Future Planning Strategies

    20 min
  6. Ep. 167 | A Sneak Peek at the New Form 1040

    12/23/2025

    Ep. 167 | A Sneak Peek at the New Form 1040

    In this episode of the Teaching Taxable Podcast, co-hosts John Tripolsky and Chris Picciurro reveal significant updates to the 1040 tax form, aiming to prepare taxpayers for upcoming changes. Designed as a "holiday gift" to listeners, the episode dissects alterations targeting discrepancy issues between taxpayer filings and IRS records. Chris presents a detailed walkthrough of these modifications, while John provides annotations, shedding light on potential impacts for tax professionals and individual filers alike. The discussion begins by addressing enhancements to the tax reporting framework, focusing on the streamlined and comprehensive design intended to resolve past IRS matching discrepancies. By integrating changes into the core Form 1040, the IRS aims to avoid issues related to digital asset declarations, dependent statuses, and marital/separation statuses. Chris explains how taxpayers can effectively utilize these updates, outlining benefits like reduced correspondence with the IRS due to common errors. An additional focus on the new Schedule 1A highlights four temporary deductions meant to aid taxpayers in optimizing their returns, using enhanced preparatory strategies to file with confidence in an increasingly digital tax landscape. SNEAK PEEK (2025 Form 1040): https://www.irs.gov/pub/irs-dft/f1040--dft.pdf ⸻ KEY TAKEAWAYS ✅  Learn about the crucial updates to Form 1040 and how these changes aim to minimize IRS paperwork discrepancies. ✅  Insightful analysis of how new checkbox additions address various taxpayer statuses, including deceased individuals and residency queries. ✅  Discover the introduction of Schedule 1A, featuring four temporary deductions that could impact up to 40 million taxpayers. ✅  Tips on how these changes make tax preparation potentially more complicated, but also prevent errors and optimize financial strategies. ✅  The importance of staying organized in tax filing, particularly concerning tips and overtime income, to ensure an error-free submission. ⸻ EPISODE SPONSORWealth Builders Mortgage GroupYour trusted mortgage partner for investors and entrepreneurs.👉 https://www.wealthbuildersmortgagegroup.com ⸻ 🎧 Listen on your favorite podcast platform:👉 Spotify https://bit.ly/3KdmtJL👉 Apple Podcasts https://apple.co/3ZkyEtX👉 Amazon https://amzn.to/4qmdqa5👉 iHeart https://bit.ly/iheart-TTF (00:00) - Exploring Changes in the New Form 1040 (02:25) - Navigating Mortgage Strategies and Tax Return Complexities (04:11) - New Changes and Checkboxes on IRS Form 1040 (08:08) - IRS Form Updates and Software Challenges (09:28) - New Tax Reporting Changes and Deductions on Form 1040 (14:24) - Tax Filing Tips and Changes for a Smooth Process (16:15) - Holiday Tax Tips and Commonly Missed Deductions

    18 min
4.8
out of 5
17 Ratings

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. 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 today. Produced and hosted by Teaching Tax Flow. www.TeachingTaxFlow.com

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