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Tax Smart Real Estate Investors Podcast

Latest episodes

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Jan 20, 2025 • 43min

308. How to Leverage Insurance and Investments for Real Estate Growth with Austin Dean

In this episode of the Tax Smart REI Podcast, Thomas, Ryan, and Justin sit down with Austin Dean, a financial planner at Waystone Advisors specializing in real estate-focused financial planning. With over 13 years of experience, Austin offers valuable insights into creating financial independence through strategic investments tailored to real estate investors. Tune in to learn: - Why real estate is a powerful tool for building wealth and achieving financial independence. - How to use tools like securities-backed lines of credit and life insurance to leverage investments. - The importance of diversification and creating a financial plan that aligns with your goals. - How CPAs and financial planners can work together to maximize tax savings and investment strategies. Whether you’re a real estate investor seeking to grow your portfolio or someone curious about alternative wealth-building strategies, this episode is for you. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 🗞️ Did you know IRS audits are on the rise? Click HERE to Access the FREE IRS Checklist: go.therealestatecpa.com/3PvEna9 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Jan 13, 2025 • 24min

307. 7 Overlooked Real Estate Deductions That Could Save You Thousands

In this episode, Ryan and Alex break down the top overlooked deductions real estate investors often miss—and how to ensure you’re capturing them all. This episode explores: - Why closing costs and loan costs should be included in your depreciable basis. - The most common insurance mistakes that leave money on the table. - The importance of taking depreciation (and what happens if you don’t). - And More! If maximizing your tax savings is one of your goals, now is the time to dig into these often-missed deductions. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 🗞️ Did you know IRS audits are on the rise? Click HERE to Access the FREE IRS Checklist: go.therealestatecpa.com/3PvEna9 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Jan 5, 2025 • 30min

306. Can You Pull Off REPS in 2025 (And Save BIG)?

In this episode, Thomas and Ryan break down the essentials of real estate professional status (REPS) and how to qualify this year. This episode explores: - What REPS is and why it’s one of the top strategies for high-income earners. - The two key tests to qualify and how to navigate them. - Activities that count toward REPS—and what doesn’t. - How grouping elections simplify meeting material participation requirements. - Using cost segregation and bonus depreciation for maximum tax savings. If REPS is one of your goals, January is the time to start. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 🗞️ Did you know IRS audits are on the rise? Click HERE to Access the FREE IRS Checklist: https://go.therealestatecpa.com/IRSchecklist Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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9 snips
Dec 28, 2024 • 30min

305. Passive or Non-Passive: What’s New for Short-Term Rentals in 2025

Discover the latest on short-term rental loophole updates! Dive into passive activity rules that can enhance your strategy. Learn about the material participation tests and how to qualify. Uncover cost segregation and bonus depreciation for massive tax savings. Plus, avoid common mistakes to keep your business audit-proof. Get insights on upcoming changes for 2025 and local regulations, essential for high-income earners eager to slash their tax bills.
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Dec 13, 2024 • 22min

304. 2025 Tax Changes & The Corporate Transparency Act Update

In this episode of the Tax Smart REI podcast, Thomas and Ryan address pivotal updates as the year draws to a close. They provide essential insights into the expected 2025 tax changes, the implications of the new administration, and the recent developments regarding the Corporate Transparency Act's enforcement status. Here's what they discuss: - The Expiration of the Tax Cuts and Jobs Act - Corporate Transparency Act Updates - Tips on Staying Proactive with Voluntary Compliance Measures - Advice for Real Estate Investors to Prepare for Year-End To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Dec 6, 2024 • 41min

303. From Rookie to Mogul: How to Build Rental Real Estate Riches with Travis & Regan Perry

In this episode of the Tax Smart REI Podcast, Thomas and Ryan sit down with Travis and Regan Perry, real estate investors who have crafted a flourishing portfolio of short-term rental properties. With roots in Iowa, the Perrys share their journey from purchasing their first home to managing multiple properties across several states. Tune in to learn: - Steps to start investing in short-term rentals and build a substantial property portfolio. - How to leverage local events and tourism to maximize rental income. - The importance of tax strategies, including cost segregation, to enhance cash flow. - Practical tips for managing properties remotely and building a reliable team. Whether you’re a budding entrepreneur or an experienced investor, this episode is brimming with invaluable insights and inspiring stories to help you expand your real estate ventures. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Connect with Travis & Regan: https://shorttermrentaledge.com/ https://perrydisevacationrentals.com/ Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Nov 29, 2024 • 35min

302. Short-Term Rental Financing: Taxes, Loans, and Winning Strategies with Stacey Dowling

In this episode of the Tax Smart REI Podcast, Thomas & Ryan sit down with Stacey Dowling, a seasoned mortgage lender specializing in short-term rental financing. Stacey brings over 30 years of experience to the table, offering actionable insights into obtaining loans for short-term rentals. Tune in to learn: - How to qualify for a short-term rental loan. - The impact of tax returns, depreciation, and cost segregation on lending decisions. - Strategies to navigate regulations and mitigate challenges from neighbors or local laws. - Creative approaches like midterm rentals to adapt to changing market dynamics. Whether you’re a seasoned investor or just getting started, this episode is packed with expert advice and real-world examples to help you achieve your real estate goals. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Connect with Stacey Dowling: Email: sdowling@dg-lending.com Visit PURE at: www.rentpure.com Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Nov 24, 2024 • 45min

301. Why the Wealthy Invest differently: Timing, Trends, and Tax Benefits with Ben Fraser

In this episode, Thomas and Ryan are joined by Ben Fraser, Chief Investment Officer of Aspen Funds and host of the Invest Like a Billionaire podcast, to explore strategies of the ultra-wealthy and how they invest differently. They cover: - The difference between ultra-high-net-worth investors and retail investors - Why private markets, including real estate and private equity, are the cornerstone of billionaire investment strategies - The trade-offs between active and passive real estate investing - Key insights on evaluating sponsors and deals to avoid common pitfalls - Emerging trends in the alternative investment space - And much more! If you’re curious about how the wealthiest individuals protect and grow their capital—and how you can apply those strategies—this episode is full of actionable insights. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Visit PURE at: www.rentpure.com Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Nov 17, 2024 • 36min

300. The 14-Day Rule & Personal Use Days: Avoiding Common Pitfalls for STR Owners

In this episode of the Tax Smart REI podcast, Thomas and Ryan explore the critical nuances of personal use days for short-term rental properties, a topic that generates frequent questions from their community of real estate investors and tax-savvy listeners. They break down the 14-day rule, share actionable strategies to avoid common pitfalls, and provide clarity on how personal use impacts your tax benefits—especially for those leveraging the short-term rental loophole. Here’s what they discuss: - The 14-day rule and how it applies to short-term rental properties - What counts as personal use and how the IRS defines it - Travel days, family stays, and the gray areas of personal use - Best practices for keeping credible time logs & avoiding audit risks To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Join the Tax Smart Insiders Community: go.therealestatecpa.com/3Xx1Cpd Visit PURE at: rentpure.com Check out Thomas's new YouTube channel: www.youtube.com/@thomascastelli The Tax Smart Real Estate Investors podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, or accounting advice. Information on the podcast may not constitute the most up-to-date legal or other information. No reader, user, or listener of this podcast should act or refrain from acting on the basis of information on this podcast without first seeking legal and tax advice from counsel in the relevant jurisdiction. Only your individual attorney and tax advisor can provide assurances that the information contained herein – and your interpretation of it – is applicable or appropriate to your particular situation. Use of, and access to, this podcast or any of the links or resources contained or mentioned within the podcast show and show notes do not create a relationship between the reader, user, or listener and podcast hosts, contributors, or guests.
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Nov 10, 2024 • 31min

299. Corporate Transparency Act Checklist: Avoid Costly Mistakes with FinCEN Filing Agents

Heather Lucor, CEO of FinCEN Filing Agents, shares crucial insights about the Corporate Transparency Act and its looming 2024 implications for real estate investors and small businesses. She explains key reporting requirements and the dire consequences of non-compliance. The conversation highlights strategies to streamline the filing process, the importance of timely updates, and privacy concerns regarding sensitive information. Lucor also addresses the alarming low filing rates and offers solutions for those feeling overwhelmed by the upcoming deadlines.

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