Teaching Tax Flow: The 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 today. Produced and hosted by Teaching Tax Flow. www.TeachingTaxFlow.com
Episodes
In this episode of the Teaching Tax Flow podcast, hosts Chris Picciurro, CPA, and John Tripolsky break down how proactive tax planning can help you take control of your financial future. Fresh off their visit to NATP’s Taxposium in Las Vegas, they explore the critical differences between tax compliance and forward-looking tax planning, providing a clear framework for implementing powerful strategies.
Chris introduces th...
Join hosts Chris Picciurro, CPA, and John Tripolsky as they welcome back Scott Saunders, Senior Vice President at Asset Preservation Inc., to unpack how the One Big Beautiful Bill Act (OB3) impacts real estate investors.
From 1031 exchanges and opportunity zones to bonus depreciation and estate tax updates, this episode dives deep into tax strategies that savvy investors can leverage immediately. If you’re in real estat...
Join hosts Chris Picciurro, CPA, and John Tripolsky as they unpack the sweeping changes introduced by the newly enacted One Big Beautiful Bill Act (OBBBA or OB3). This 1,100-page piece of legislation is one of the most impactful tax updates in recent years, and this episode breaks it down into digestible, actionable insights for individual taxpayers.
What You’ll Learn:
• How OB3 makes many TCJA provisions permanent
• What...
Join hosts Chris Picciurro, CPA, and John Tripolsky as they welcome transformational coach Curtis McCullom to explore the powerful connection between mindset and money. Discover how childhood programming shapes your financial decisions and learn to overcome the invisible barriers holding you back.
What You'll Learn:
• Why 95% of your behavior is driven by subconscious programming from ages 0-5
• How limiting beliefs a...
Episode 142: Hidden Taxes Exposed - The Taxes You Don't See Coming
Join hosts Chris Picciurro, CPA and John Tripolsky as they shine a light on the "cockroach taxes" that hide in the dark - those sneaky hidden taxes that have nothing to do with your income level but can significantly impact your wallet.
What You'll Learn:
• The #1 hidden tax affecting everyone: Sales tax (45 states + DC)
• How travel industry taxes can ...
Join hosts Chris Picciurro, CPA, and John Tripolsky as they break down the often-confusing world of gift taxes in this comprehensive Gift Tax 101 episode.
What You'll Learn:
• Who pays gift tax (spoiler: it's not who you think!)
• The 2025 annual gift tax exclusion of $19,000 per recipient (2024 = $18,000)
• How married couples can strategically gift up to $36,000 per recipient
• Why gifting appreciated assets i...
Master the BRRRR Method: Real Estate Investing Strategy Explained | Teaching Tax Flow Ep. 140
Join Jim Ingersoll from Deal Maker as he breaks down the powerful BRRRR strategy (Buy, Rehab, Rent, Refinance, Repeat) for real estate investors. Learn how to leverage other people's money, maximize tax advantages, and build wealth through strategic property investment.
KEY TAKEAWAYS:
• BRRRR Method: Buy, Rehab, Rent, Refinance, ...
Keep More of Your $150K+ Business Income: Tax Strategies That Work | Teaching Tax Flow Ep. 139
Chris and John break down essential tax strategies for business owners earning over $150,000 annually. Learn how to legally reduce your tax burden and keep more of your hard-earned income through proven planning techniques.
KEY TAKEAWAYS:
• Why $150K is the strategic planning threshold for business owners
• Home office deduct...
The Future of the Tax Prep Industry: Challenges & Opportunities | Teaching Tax Flow Ep. 138
Chris and John dive into the evolving landscape of tax preparation, examining the critical challenges facing the industry and its implications for both taxpayers and professionals.
KEY TAKEAWAYS:
- 75% of CPAs expected to retire within 15 years
- 37% drop in CPA exam candidates since 2016
- Rising complexity meets compressed deadlin...
Digital Asset Reporting 101: What You Need to Know | Teaching Tax Flow Ep. 137
Join tax expert Tynisa "Ty" Gaines, EA, as she breaks down the essentials of cryptocurrency and digital asset tax reporting. Learn how the IRS views digital assets, when transactions are taxable, and how to prepare for upcoming reporting requirements.
KEY TAKEAWAYS:
• Digital assets are treated as property by the IRS, not as currency
• Eve...
Unpacking the Venmo Tax: What You Need to Know for 2025
Join Chris Picciurro, CPA, and John Tripolsky as they explain the so-called "Venmo Tax" and how third-party payment platforms will impact your tax reporting. Learn about the changing thresholds for 1099-K forms and what everyday Venmo users need to know.
KEY TAKEAWAYS:
- 2025 Threshold: Only $2,500 in transactions triggers a 1099-K form
- 2026 Threshold: Set to drop fu...
Join Chris Picciurro, CPA, and John Tripolsky as they discuss how your relationship status affects your tax situation. Learn about the five filing statuses and how each impacts your tax liability, deductions, and credits.
KEY TAKEAWAYS:
• December 31st Rule: Your year-end status determines your filing status
• Five Filing Statuses Explained: Single, Married Filing Jointly, Married Filing Separately, Head of Household,...
Financing Your Second Property: Tax & Mortgage Strategies | Teaching Tax Flow Ep. 134
Join Chris Picciurro, John Tripolsky, and special guest Parker Borofsky, Branch Leader at Wealth Builders Mortgage Group, as they dive into the intricate relationship between mortgages and taxes when financing a second property. Learn from Parker's expertise in both mortgage lending and short-term rental investing.
KEY TAKEAWAYS...
Beyond the Blackboard: Teachers & Taxes | Teaching Tax Flow Ep. 133
Join Chris Picciurro, CPA, and John Tripolsky as they break down essential tax strategies specifically for educators. Discover five game-changing tax benefits that every teacher should know about, from classroom expense deductions to retirement planning strategies.
KEY TAKEAWAYS:
• Educator Expense Deduction: Up to $300 ($600 for married teaching coup...
In this episode of the Teaching Tax Flow podcast, John and Chris jump into the details of the Retirement Savings Contributions Credit, commonly known as the Saver's Credit. Throughout the discussion, they share valuable insights into how this federal tax credit benefits taxpayers, particularly those with low to moderate income, by encouraging them to save for retirement.
The Saver's Credit can significantly impact your fina...
Episode Guest: Tom Laune
Tom Laune is an experienced financial advisor and nationally recognized speaker specializing in infinite banking and financial strategies. With a unique background as a recording engineer for top musical artists like Bruce Springsteen and Aretha Franklin, Tom transitioned into the financial sector after a pivotal personal experience with a disability policy. He has since gathered numerous financ...
Episode 130 focuses on dismantling the myth that filing for a tax extension is negative or indicative of a financial faux pas. Instead, the hosts reveal how a tax extension can serve as a powerful tax planning tool, particularly useful for business owners and real estate investors.
Chris passionately explains why tax extensions should not be feared but embraced to ensure accurate and optimal tax filing. With an emphasis on ...
About the Guest: Court Pitcher
Court is a seasoned expert in estate planning, currently serving as a key member of Legacy Lock, a company offering comprehensive estate planning solutions. With a career spanning over two decades, Court was driven into the estate planning field after personal experiences highlighted the criticality of having a solid estate plan. Recognizing the gaps in traditional estate planning services, he...
In Episode 128 of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky about the top five tax hacks for real estate investors. Known for his dynamic approach to tax strategies, Chris elaborately discusses the importance of proactive tax planning. He emphasizes that, whether you're a seasoned investor or just starting out, these strategies not only serve investors with direct benefits but can also be adap...
Episode Guest: Rob Soerens
Rob is a financial advisor with Gateway Financial Advisors, holding over a decade of experience in the financial industry. Prior to his current role, Rob practiced as an attorney specializing in mergers and acquisitions, tax law, and estate planning. Transitioning from law to financial advising, Rob's expertise spans across investment strategies, retirement planning, and social security benef...
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