Teaching Tax Flow: The Podcast

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...

In episode 126 of the Teaching Tax Flow podcast, hosts John Tripolsky and Chris Picciurro break down the intricacies of Required Minimum Distributions (RMDs), a mandatory withdrawal policy associated with certain retirement accounts. Initially introduced under the Revenue Act of 1978, RMDs dictate that account holders aged 73 and above must withdraw a specified amount from their tax-deferred accounts to ensure that money e...

About the Guest: Warren Thomas

Warren Thomas is a distinguished expert in real estate taxation and investment, known for his extensive background and expertise in Delaware Statutory Trusts (DSTs) and 1031 exchanges. With a career that began as a CPA and auditor at Ernst and Young, he founded his own successful CPA firm in Southern California, focused on small business and tax matters. Currently, Warren is a co-founder of Ex...

Welcome to Episode 124 of the Teaching Tax Flow podcast, where hosts John Tripolsky and Chris Picciurro wrap up their informative series on tax schedules with a deep dive into Schedule E. This episode is sponsored by Integrated Investment Group, inviting accredited investors to explore new financial opportunities. They kick off the discussion by examining the nuances of Schedule E, a pivotal form for reporting rental incom...

Welcome to Episode 123 of the Teaching Tax Flow Podcast, where hosts John Tripolsky and Chris Picciurro delve into part two of their insightful three-part series focused on Schedule C, a crucial element of the Form 1040. This episode is designed to shed light on the intricacies of reporting profit and loss for sole proprietors, freelancers, and gig economy workers through Schedule C. With expert guidance, you'll learn how ...

In this episode of the Teaching Tax Flow Podcast, hosts Chris Picciurro and John Tripolsky look into the intricate world of Schedule A of Form 1040, unraveling its layers for taxpayers. This episode marks the beginning of the ACE series, an educational journey exploring Schedules A, C, and E, to aid the community in leveraging tax schedules effectively. Supported by relentless enthusiasm, Chris and John guide listeners thr...

About the Guest: Kelly Bender
Kelly is a seasoned accountant with extensive expertise in agricultural taxation. She owns a thriving accounting practice based in Pennsylvania and is deeply embedded in the farming community both professionally and personally. Alongside her husband, Kelly manages a farm that raises various animals and crops, giving her first-hand experience with the unique financial intricacies faced by t...