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 dow ...
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Ep. 119 | 2024 Tax Year Filing Updates
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In this episode of the Teaching Tax Flow podcast, hosts John Tripolsky and Chris Picciurro jump into the crucial tax filing updates for 2024, making sure listeners are well-prepared for the new tax season. With their signature blend of insightful advice and engaging banter, the hosts explore the potential impact of both current and anticipated chan…
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Ep. 118 | From Plant to Profit: Navigating Cannabis and Taxes
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About the Guest: Kareyna Miller Kareyna is a Michigan-based Certified Public Accountant (CPA) noted for her expertise in the cannabis industry. She has been practicing since 2011 and entered the cannabis sector in 2016. Kareyna is highly regarded for her knowledge in cannabis-related tax and accounting compliance and is recognized as an authority i…
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Ep. 117 | Mastering Financial Goals in 2025
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In this episode of the Teaching Tax Flow Podcast, co-hosts Chris Picciurro and John Tripolsky dive into actionable personal and business goal-setting strategies for 2025. Recognizing the universal desire to start anew each January, they challenge both individuals and business owners to think beyond the typical New Year’s resolutions. Instead of let…
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Ep. 116 | Taxpayer Timeline Explained
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In this final podcast episode of 2024, Chris and John explore the "Taxpayer Timeline," equipping listeners with vital insights into the tax calendar year. They unravel the complexities of tax deadlines, clarifying essential dates for individuals and small business owners. As the year draws to a close, they ensure you're poised to enter 2025 with en…
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Ep. 115 | Top 5 Gifts From The IRS
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In this festive edition of the Teaching Tax Flow podcast, episode 115 brings listeners intriguing insights into what can be considered 'gifts' from the IRS. Chris Picciurro and John Tripolsky delve into the intricacies of tax benefits that many taxpayers may overlook. These gifts, appropriate for taxpayers from various income brackets, serve as a c…
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Ep. 114 | Student Loans and Taxes
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In this episode of the Teaching Tax Flow podcast, hosts delve into the intricate relationship between student loans and taxes, a subject often misunderstood yet crucial. They explore the impact of student loans on financial planning and tax liabilities, dissecting significant elements such as the student loan interest deduction and loan forgiveness…
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Ep. 113 | Should You Pay Your Spouse? Tax Benefits and Pitfalls
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In this episode of the Teaching Tax Flow podcast, hosts Chris Picciurro and John Tripolsky delve into the intriguing topic of whether business owners should consider paying their spouses a salary. The episode explores the potential tax benefits and drawbacks associated with this strategy, aiming to provide clarity for entrepreneurs looking to optim…
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Ep. 112 | Capital Loss Harvesting Explained
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About the Guests: Alex Caswell is a seasoned wealth planner at RHS Financial with nearly seven years at the firm. He boasts a rich career in finance, having worked previously at Charles Schwab and Fidelity as a trading specialist and advisor. Alex has a personal connection to financial planning, being Latvian-born and having grown up in the U.S., w…
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Ep. 111 | Should I Be An LLC?
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Episode Summary: Join the Teaching Tax Flow podcast for episode 111 as Chris Picciurro and John Tripolsky explore one of the most commonly asked questions among entrepreneurs and small business owners: "Should I be an LLC?" In this episode, Chris breaks down the complexities of LLCs—single-member and multi-member—providing clarifications on tax imp…
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Ep. 110 | Followers to Fortune: Influencers and Content Creators
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About the Guest: Duke Alexander Moore Duke is a leading tax professional and the founder of Duke Tax. With a robust background in accounting and tax services, Duke has carved a niche in the tax planning domain for influencers and content creators. Known for his dynamic presence on social media, particularly TikTok, where he has gathered an audience…
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Ep. 109 | 2024 Election Recap
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In this lively episode of the Teaching Tax Flow podcast, hosts John and Chris delve into the outcomes of the recent election, marking a notable shift with Donald Trump poised to return to the presidency. This episode serves as a third installment in their White House walkthrough series, carrying listeners through an engaging discussion on the impli…
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Ep. 108 | Rapid Fire Q&A with Teaching Tax Flow
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In this episode of the Teaching Tax Flow podcast, co-hosts John Tripolsky and Chris Picciurro tackle a variety of tax-related questions in a rapid-fire format. They begin by highlighting the role of CPAs and EAs in tax preparation and planning, emphasizing the proactive approach to managing taxes. The episode provides listeners with practical insig…
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Ep. 107 | Navigating Business Life Cycles
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About the Guest: Kelly Bender Kelly is the President of TBS in Pittsburgh, Pennsylvania, and an accomplished tax professional with a motto of "life untaxed." She is recognized for her proactive approach to tax and accounting services and has significantly expanded her practice through strategic acquisitions. Kelly is an enrolled agent and holds the…
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Ep. 106 | 2024 Election Tax Proposal Review: Donald Trump
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Episode Summary: In this insightful episode of the Teaching Tax Flow podcast, hosts delve into the tax proposals of former President Donald Trump, as part of their White House Walkthrough series. With input from tax expert Chris Picciurro, the episode breaks down Trump's proposed reforms, comparing them to both current policy and Vice President Har…
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Ep. 105 | 2024 Election Tax Proposal Review: Kamala Harris
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In this episode of the Teaching Tax Flow podcast, hosts John and Chris delve into the politically charged waters of taxation as part of their White House Walkthroughs series, covering proposed tax changes by current candidates. The focus for this episode is Vice President Kamala Harris's tax proposals, analyzed strictly from a factual perspective u…
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Ep. 104 | Credit Unions vs. Banks: Which is Right for Your Money?
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About the Guest: Chrissy Siders Chrissy is a seasoned professional in the credit union industry, having begun her career in 1998. A degree holder from Michigan State University, Chrissy has developed a deep understanding of the financial industry through her extensive work in compliance, fraud, security, and internal audit. Since 2017, she has serv…
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Ep. 103 | Unlocking Oil & Gas Investments: Tax Benefits Unveiled
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About the Guest: Alec Hutchin Alec is the Vice President of Investments for MDS Energy Development, LLC. He holds a degree in economics and has a deep-rooted passion for the natural gas industry, having grown up in western Pennsylvania’s “Gasland.” Alec's career in the oil and gas sector began after an intriguing conversation with Michael Snyder of…
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Ep. 102 | Bonus Depreciation Explained
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In this episode appropriately titled, "Bonus Depreciation Explained," we aim to demystify one of the most queried topics in the tax community. Chris explains the fundamental principles of bonus depreciation, underlining its relevance and the strategic advantage it offers to businesses, particularly small entities and real estate investors. Listener…
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Ep. 101 | Exploring Leveraged Charitable Giving
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About the Guest: Caden Gunnell Caden is a Junior Partner at Strategic Associates, where he specializes in proactive tax planning and solution implementation for high-income earners, real estate investors, and successful entrepreneurs. With a background in business strategies and tax planning, Caden has been instrumental in connecting clients with i…
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Ep. 100 | We Celebrate Episode 100 with Big Announcements
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Welcome to the 100th episode of the Teaching Tax Flow podcast! (we've gone visual - watch this full episode on our YouTube channel) In this milestone episode, hosts John Tripolsky and Chris Picciurro celebrate their journey from humble beginnings to becoming a top-tier resource in tax planning and strategy. They reflect on the podcast's inception—s…
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Ep. 99 | The Corporate Transparency Act: What You Need To Know
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About the Guest: Angelina Urquhart Angelina Urquhart is a compliance expert with Corpnet, a company specializing in business compliance and filing services. With a wealth of knowledge in entity formation and regulatory compliance, Angelina has been instrumental in helping businesses stay compliant with complex state and federal regulations. Her exp…
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Ep. 98 | Avoiding the Top 3 Tax Landmines That Could Cost You BIG $$
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Welcome to Episode 98 of the Teaching Tax Flow podcast! In this episode, hosts Chris Picciurro and John Tripolsky delve into the often-overlooked pitfalls in tax planning, aptly referred to as the "Top Three Tax Landmines." They aim to educate real estate investors and other listeners on how to navigate the treacherous waters of tax obligations. Th…
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Ep. 97 | Maximize Your Tax Savings: How to Ethically Pay Your Kids Through Your Business
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In Episode 97 of the Teaching Tax Flow podcast, hosts Chris and John delve into a powerful tax strategy, explaining how to income shift to family members or children. With the countdown to the 100th episode underway, this topic is timely and significant for business owners looking to control their tax liabilities. Chris and John unravel the intrica…
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Ep. 96 | Creative Ventures: Hobby vs. Business – Know the Difference
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On this episode of the Teaching Tax Flow podcast, we jump into the intricacies of "Hobby Loss Rules." Aimed at demystifying the often confusing threshold between hobbies and businesses, the hosts break down how the IRS defines and treats these activities differently for tax purposes. The discussion is particularly timely given the changes brought a…
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Ep. 95 | The Hidden Benefits of Deferred Sales Trusts for Real Estate Investors
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About the Guest: Todd Jackson: Todd Jackson is a highly experienced tax attorney, M&A advisor, and real estate attorney based in Franklin, Tennessee. Known for his expertise in Deferred Sales Trusts (DSTs), 1031 exchanges, and complex tax planning strategies, Todd has worked closely with clients to help them minimize tax liabilities on large capita…
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