Shows
Teaching Tax Flow: The PodcastEp. 146 | The 3 Buckets of Tax Planning ImplementationsIn 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 the Three Buckets of Tax Planning Implementations: behavioral strategies, tax-advantaged investments, and tax mitigation approaches. Together, they explore how each bucket impacts cash flow, tax flow, and duration—giving listeners an a...2025-07-2932 minTeaching Tax Flow: The PodcastEp. 145 | One Big Beautiful Bill Act: Real Estate OpportunitiesJoin 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 estate—or advising clients who are—you won’t want to miss this breakdown of how OB3 brings long-term certainty and powerful new planning tools.What Y...2025-07-2227 min
The Mr. R ShowEp. 24 | The 6-Step Strategy: Transforming Leads into Loyal ClientsIn this insightful episode of The Mr. R Show, Chris Picciurro and John Tripolsky dive deep into the intricacies of client acquisition for tax professionals looking to modernize and scale their practices. The duo highlights the importance of carefully selecting clients amid an industry facing a demographic shift with retiring professionals and a shortage of new entrants. This episode is centered on developing a robust client acquisition strategy, leveraging both traditional and digital touchpoints.Chris emphasizes the concept of the "Modern Contact Journey," guiding listeners through the six critical stages from lurker to fan, emphasizing the value...2025-07-1558 minTeaching Tax Flow: The PodcastEp. 144 | One Big Beautiful Bill Act: What It Means for IndividualsJoin 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’s changing with the Child Tax Credit and how it affects your refund• New deductions for overtime pay and tip income...2025-07-1529 minTeaching Tax Flow: The PodcastEp. 143 | Taking Control: Mindset + MoneyJoin 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 about money sabotage your financial success• The difference between conscious goals and subconscious resistance• Why "success is hard" programming keeps you stuck• How to identify and eliminate financial blind spotsKey Insigh...2025-07-0836 min
Teaching Tax Flow: The PodcastEp. 142 | Hidden Taxes ExposedEpisode 142: Hidden Taxes Exposed - The Taxes You Don't See ComingJoin 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 add 40% to your booking costs• Franchise and excise taxes for business owners• Real estate transfer taxes that hit even loss transactions• "Si...2025-07-0120 minTeaching Tax Flow: The PodcastEp. 142 | Hidden Taxes ExposedEpisode 142: Hidden Taxes Exposed - The Taxes You Don't See ComingJoin 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 add 40% to your booking costs• Franchise and excise taxes for business owners• Real estate transfer taxes that hit even loss transactions• "Si...2025-07-0120 minTeaching Tax Flow: The PodcastEp. 141 | Gift Taxes 101Join 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 is usually a bad idea• Smart strategies for wedding expenses and family financial support• Advanced planning with 529 super-funding and valuation discountsKey Takeaways:The donor (gift giver) pays any gift tax and...2025-06-2425 minTeaching Tax Flow: The PodcastEp. 141 | Gift Taxes 101Join 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 is usually a bad idea• Smart strategies for wedding expenses and family financial support• Advanced planning with 529 super-funding and valuation discountsKey Takeaways:The donor (gift giver) pays any gift tax and...2025-06-2425 min
The Mr. R ShowEp. 23 | The Future of The CPA ProfessionFREE CPE (1 credit) via EarMark:https://earmark.app/c/2552--- --- ---About the Guest: Bob Doyle Bob is the President and CEO of the Michigan Association of CPAs (MICPA). Before entering the accounting field, Bob worked in marketing, communications, and advocacy within the robotics and automation industry. With a bachelor's degree in environmental engineering, he possesses a rich background that spans engineering roles in the automotive industry to leadership positions in associations. Since joining MICPA five years ago, Bob has been a pivotal figure in advocating for CPAs across Michigan, emphasizing education...2025-06-1555 minTeaching Tax Flow: The PodcastEp. 136 | Unpacking the Venmo TaxUnpacking 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 further to just $600 Taxable vs. Non-Taxable: Not all Venmo transactions are taxable income Common Triggers: Splitting bills, group purchases, and gifts can all generate forms Handling Incorrect 1099-Ks: How to proper...2025-05-2024 minTeaching Tax Flow: The PodcastEp. 136 | Unpacking the Venmo TaxUnpacking 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 further to just $600 Taxable vs. Non-Taxable: Not all Venmo transactions are taxable income Common Triggers: Splitting bills, group purchases, and gifts can all generate forms Handling Incorrect 1099-Ks: How to proper...2025-05-2024 minTeaching Tax Flow: The PodcastEp. 135 | Love, Taxes, and Filing StatusJoin 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, Qualifying Surviving Spouse• Marriage & Taxes: Joint vs. Separate Filing Implications• Head of Household Benefits & Qualifications• Special Considerations for Divorce & AlimonyEPISODE BREAKDOWN:- Understanding Filing Status Options- Tax Bracke...2025-05-1326 minTeaching Tax Flow: The PodcastEp. 135 | Love, Taxes, and Filing StatusJoin 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, Qualifying Surviving Spouse• Marriage & Taxes: Joint vs. Separate Filing Implications• Head of Household Benefits & Qualifications• Special Considerations for Divorce & AlimonyEPISODE BREAKDOWN:- Understanding Filing Status Options- Tax Bracke...2025-05-1326 minTeaching Tax Flow: The PodcastEp. 134 | Financing Your Second Property (Taxes & Mortgage)Financing Your Second Property: Tax & Mortgage Strategies | Teaching Tax Flow Ep. 134Join 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:• Different Types of Mortgages: QM vs Non-QM Loans• Down Payment Requirements: From 10% Second Home to 20% Investment• Tax Implications of Property Usage• Refinancing Strategies and Break-Even Points• VA Loan Options for Second PropertiesGUEST...2025-05-0636 minTeaching Tax Flow: The PodcastEp. 134 | Financing Your Second Property (Taxes & Mortgage)Financing Your Second Property: Tax & Mortgage Strategies | Teaching Tax Flow Ep. 134Join 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:• Different Types of Mortgages: QM vs Non-QM Loans• Down Payment Requirements: From 10% Second Home to 20% Investment• Tax Implications of Property Usage• Refinancing Strategies and Break-Even Points• VA Loan Options for Second PropertiesGUEST...2025-05-0636 minTeaching Tax Flow: The PodcastEp. 133 | Beyond the Blackboard: Teachers & TaxesBeyond the Blackboard: Teachers & Taxes | Teaching Tax Flow Ep. 133Join 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 couples) for classroom supplies• Student Loan Interest Deduction: Maximum $2,500 annual deduction• Lifetime Learning Credit: Up to $2,000 for continuing education• Roth Contribution Strategies for Early-Career Teachers• HSA Benefits: The "stealth retirement account" educators should considerEPISODE...2025-04-2925 minTeaching Tax Flow: The PodcastEp. 133 | Beyond the Blackboard: Teachers & TaxesBeyond the Blackboard: Teachers & Taxes | Teaching Tax Flow Ep. 133Join 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 couples) for classroom supplies• Student Loan Interest Deduction: Maximum $2,500 annual deduction• Lifetime Learning Credit: Up to $2,000 for continuing education• Roth Contribution Strategies for Early-Career Teachers• HSA Benefits: The "stealth retirement account" educators should considerEPISODE...2025-04-2925 min
The Mr. R ShowEp. 21 | Taking the Leap… Into Firm OwnershipFREE CPE (1 credit) via EarMark:https://earmark.app/c/2392About the Guest: Katie Munoz Katie is a seasoned tax professional and firm owner with a career spanning over eight years. She leverages her expertise to modernize tax practices with a focus on integrating innovative solutions tailored for firm management and personal development. Katie is known for championing a healthy work-life balance and effective process management within the tax industry. Based in Washington State, she operates MHPE CPA, facilitating services from bookkeeping to fractional CFO roles. Katie actively participates in peer to peer mastermind groups, providing...2025-04-1557 minTeaching Tax Flow: The PodcastEp. 128 | Top 5 Hacks for Real Estate InvestorsIn 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 adapted by those not yet fully immersed in real estate investments. John, with his characteristic enthusiasm, highlights the non-conventional methods and the sophisticated planning that can transform an amateur investor into a financially...2025-03-2524 minTeaching Tax Flow: The PodcastEp. 128 | Top 5 Hacks for Real Estate InvestorsIn 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 adapted by those not yet fully immersed in real estate investments. John, with his characteristic enthusiasm, highlights the non-conventional methods and the sophisticated planning that can transform an amateur investor into a financially...2025-03-2524 min
The Mr. R ShowEp. 20 | Marketing Strategies for Tax ProfessionalsFREE CPE (1 credit) via EarMark:https://earmark.app/c/2286----About the Guest: Scott Cytron Scott is the founder of a marketing, public relations, and communications firm that has been thriving for nearly 30 years. With an extensive background in journalism, Scott transitioned into the world of marketing and PR, initially working with nonprofit organizations like the American Red Cross before venturing into the corporate sector. He carved out a niche in the accounting and tax industry, drawing from his experience with the Texas Society of CPAs. Scott is known for his expertise...2025-03-1555 minTeaching Tax Flow: The PodcastEp. 126 | Decoding Required Minimum Distributions (RMDs)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 enters the taxable revenue stream. As tax laws evolve, understanding these distributions is crucial for avoiding penalties and optimizing your tax strategy.Chris emphasizes the historical context and detailed mechanics behind RMDs, explaining how changes through the...2025-03-1124 minTeaching Tax Flow: The PodcastEp. 126 | Decoding Required Minimum Distributions (RMDs)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 enters the taxable revenue stream. As tax laws evolve, understanding these distributions is crucial for avoiding penalties and optimizing your tax strategy.Chris emphasizes the historical context and detailed mechanics behind RMDs, explaining how changes through the...2025-03-1124 minTeaching Tax Flow: The PodcastEp. 125 | Delaware Statutory Trusts ExplainedAbout the Guest: Warren ThomasWarren 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 ExchangeRight, a leading firm in the DST space, known for its significant growth and robust investment strategies, managing a portfolio that spans across 47 states.Episode Summary:2025-03-0431 min