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John Tripolsky

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Teaching Tax Flow: The PodcastTeaching 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 PodcastTeaching 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 PodcastTeaching 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 minThe Mr. R ShowThe Mr. R ShowEp. 21 | Taking the Leap… Into Firm OwnershipAbout 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 guidance and support within her professional community.Episode Summary:2025-04-1557 minTeaching Tax Flow: The PodcastTeaching 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 PodcastTeaching 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 minThe Mr. R ShowThe Mr. R ShowEp. 20 | Marketing Strategies for Tax ProfessionalsAbout 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 in content creation and media relations, providing valuable insight to accountants and tax professionals seeking...2025-03-1555 minTeaching Tax Flow: The PodcastTeaching 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 PodcastTeaching 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 PodcastTeaching 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 minTeaching Tax Flow: The PodcastTeaching 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 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 124 | ACE Series: Schedule EWelcome 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 income and expenses on personal tax returns. Chris emphasizes why treating your tax return as a verb, not a noun, is crucial for legal and ethical tax reduction through proactive planning.In...2025-02-2524 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 124 | ACE Series: Schedule EWelcome 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 income and expenses on personal tax returns. Chris emphasizes why treating your tax return as a verb, not a noun, is crucial for legal and ethical tax reduction through proactive planning.In...2025-02-2524 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 123 | ACE Series: Schedule CWelcome 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 this form plays a vital role in tax compliance and strategy, specifically targeting the needs of real estate investors and small business owners.Throughout the episode, John and Chris provide...2025-02-1826 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 123 | ACE Series: Schedule CWelcome 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 this form plays a vital role in tax compliance and strategy, specifically targeting the needs of real estate investors and small business owners.Throughout the episode, John and Chris provide...2025-02-1826 minThe Mr. R ShowThe Mr. R ShowEp. 19 | Implementing Financial Planning Into A Tax PracticeFREE CPE (1 credit) via EarMark:www.earmark.app/c/2197Guest: Scott T. Nelson Scott Nelson is a seasoned CPA based in Southwest Florida, with a background that includes serving in the Air Force and earning a degree in finance. Initially interested in becoming a financial advisor, Scott shifted to accounting after experiencing the industry dynamics within retail banks. He now operates a dual practice, combining accounting services with investment advisory through a partnership with a wealth management company. Scott brings unique expertise in tax and financial advisory services, leveraging his comprehensive professional background to benefit...2025-02-1556 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 122 | ACE Series: Schedule AIn 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 through the nuances of itemized deductions, offering clarity on common deductions, interest paid, gifts to charity, and more.The hosts discuss various facets of Schedule A, highlighting the difference between itemizing...2025-02-1124 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 122 | ACE Series: Schedule AIn 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 through the nuances of itemized deductions, offering clarity on common deductions, interest paid, gifts to charity, and more.The hosts discuss various facets of Schedule A, highlighting the difference between itemizing...2025-02-1124 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 120 | Should I Be An S-Corp?In this episode of the "Teaching Tax Flow Podcast," hosts Chris Picciurro and John Tripolsky jump into the compelling topic of whether or not to elect S Corporation status for your business. The episode, titled "Should I Be An S Corp?" navigates the complexities surrounding this pivotal business tax decision. Kicking off with how S Corp status can significantly impact your tax liabilities, Chris and John share insights into when this election may be favorable and when it might be detrimental. Leveraging their expertise, they guide listeners through the essential considerations for making this crucial tax choice....2025-01-2826 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 120 | Should I Be An S-Corp?In this episode of the "Teaching Tax Flow Podcast," hosts Chris Picciurro and John Tripolsky jump into the compelling topic of whether or not to elect S Corporation status for your business. The episode, titled "Should I Be An S Corp?" navigates the complexities surrounding this pivotal business tax decision. Kicking off with how S Corp status can significantly impact your tax liabilities, Chris and John share insights into when this election may be favorable and when it might be detrimental. Leveraging their expertise, they guide listeners through the essential considerations for making this crucial tax choice....2025-01-2826 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 119 | 2024 Tax Year Filing UpdatesIn 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 changes to U.S. tax laws. Listeners who tune in to this engaging discussion will gain essential insights into the nuances of the Tax Cuts and Jobs Act adjustments, as well as important updates on standard deductions and tax brackets. Chris especially h...2025-01-2122 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 119 | 2024 Tax Year Filing UpdatesIn 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 changes to U.S. tax laws. Listeners who tune in to this engaging discussion will gain essential insights into the nuances of the Tax Cuts and Jobs Act adjustments, as well as important updates on standard deductions and tax brackets. Chris especially h...2025-01-2122 minThe Mr. R ShowThe Mr. R ShowEp. 18 | Navigating Post-Election Tax StrategiesFREE CPE (1 credit) via EarMark:https://earmark.app/c/2174Welcome to episode 18 of the Mr. R Show, tailor-made for tax professionals seeking effective strategies for growth and enhancement in their practices. In this episode, John Tripolsky and Chris Picciurro, an esteemed tax expert, delve into the potential implications of the 2024 election results on tax planning for 2025. The conversation explores the critical changes tax professionals may anticipate, focusing on impacts stemming from possible revisions to the Tax Cuts and Jobs Act, corporate tax rates, and estate tax exemptions.With the Republican Party gaining control of...2025-01-1757 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 117 | Mastering Financial Goals in 2025In 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 letting Quitters Day—the second Friday of January—mark the end of ambitions, they encourage listeners to sustain their momentum throughout the year.Chris emphasizes the importance of aligning financial goals with life stages, creating realistic and SMART (Specific, Measurable, Achievable, Relevant, Time-bound) goals. For individuals, he adv...2025-01-0728 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 117 | Mastering Financial Goals in 2025In 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 letting Quitters Day—the second Friday of January—mark the end of ambitions, they encourage listeners to sustain their momentum throughout the year.Chris emphasizes the importance of aligning financial goals with life stages, creating realistic and SMART (Specific, Measurable, Achievable, Relevant, Time-bound) goals. For individuals, he adv...2025-01-0728 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 115 | Top 5 Gifts From The IRSIn 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 crucial reminder of the opportunities within tax law to ease financial burdens, especially during the holiday season.Throughout the episode, Chris highlights five significant tax code sections, including the 1031 Exchange, Health Savings Accounts, and the Augusta Rule, among others. Each section promises a myriad...2024-12-2429 minTeaching Tax Flow: The PodcastTeaching Tax Flow: The PodcastEp. 115 | Top 5 Gifts From The IRSIn 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 crucial reminder of the opportunities within tax law to ease financial burdens, especially during the holiday season.Throughout the episode, Chris highlights five significant tax code sections, including the 1031 Exchange, Health Savings Accounts, and the Augusta Rule, among others. Each section promises a myriad...2024-12-2429 min