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...

In this episode, Thomas and Ryan are joined by Heather and Isaac from FinCEN Filing Agents to dive deep into the 2024 Corporate Transparency Act (CTA) and what it means for real estate investors and small business owners. They cover: - An overview of the Corporate Transparency Act - Key reporting requirements for LLCs and other entities - The penalties for non-compliance - Insights into exemptions, reporting updates, and the timeline for new and existing entities - Strategies for...

In this episode of the Tax Smart REI podcast, Thomas and Ryan dive into real estate tax strategies by addressing audience questions from their public community and Facebook group. Covering crucial topics, they guide listeners through the complexities of tax planning, especially for short-term rental owners, and how they can leverage tax rules to minimize liabilities. Here’s what they discuss: - Understanding when to use Schedule C vs. Schedule E - Short-term Rental Loopholes and Real...

In this episode, Thomas and Ryan are joined again by Troy Eckard of Eckard Enterprises to conclude our oil & gas series with a real-world case study on oil and gas working interests. They cover: - A detailed breakdown of a case study involving a working interest investment, including cost structures, potential pitfalls, and strategies for maximizing returns. - How to evaluate investment deals to avoid common mistakes, including understanding the true costs and potential revenue from...

In this episode, Thomas and Ryan break down year-end tax strategies tailored for real estate investors, providing valuable insights for maximizing tax savings before the year ends. Here’s what they cover: - The advantages of buying a short-term rental before year-end and how to qualify for the short-term rental loophole. - Maximizing vehicle deductions, including the benefits of buying a vehicle with a gross weight of 6,000 pounds or more. - Key strategies like cost segregation timing and...

In this episode, Thomas and Ryan are joined by renowned analyst and housing expert, Logan Mohtashami, to explore the current state of the housing market, interest rates, and what might be in store for 2025. They cover: - Logan's insights into the factors driving mortgage rates, including the crucial role of labor data and the Federal Reserve's policies. - A detailed discussion on supply and demand dynamics in the real estate market and how they impact pricing. - Potential interest rate cuts...

In this week's Tax Smart REI episode, Ryan is joined with Nathan Sosa, a Senior Tax Advisor at Hall CPA to dive into a new court case related to real estate professional status. This continues to be a heavily audited topic and with additional IRS funding, the audits will only increase from here. If you're curious about what factors led to this taxpayer losing in court and what they could have done differently, don't miss this episode. To become a client, request a consultation from Hall...

In this episode of the Tax Smart REI podcast, Thomas is joined by frequent guest, Justin Shore, EA for the go-to guide to real estate investment strategies. They break down each strategy, the tax benefits, and the implications. Topics include: - The tax advantages of direct ownership and how to maximize deductions. - The differences between long-term and short-term rentals and the operational and tax considerations. - Syndicates and funds, REITs, and DSTs as passive investment vehicles,...

In this episode of the Tax Smart REI Podcast, Thomas is joined by Isabelle Guarino to discuss investing in residential assisted living facilities. Isabelle shares her personal journey into the space and explains how this business model can generate significant cash flow. Listen now to learn: - The steps to owning and operating these facilities—or just leasing them to an operator. - The financial and tax opportunities that come with this growing sector. - How you can get started and scale...

In this episode of the Tax Smart REI podcast, Thomas Castelli and Nathan Sosa explore the often overlooked Section 179 deduction and its potential benefits for commercial real estate investors and short-term rental owners. As bonus depreciation phases out, Section 179 is becoming more relevant for those looking to immediately expense certain capital expenditures. You’ll learn: - How to strategically use Section 179 to offset W-2 income - The limitations when held in partnerships - The...

In this episode, Thomas is joined by financial advisor Nathan Cook to discuss a powerful strategy for real estate investors: using equity losses from the stock market to offset real estate capital gains through a process called active indexing. They cover key topics such as: - The fundamentals of tax loss harvesting and how it benefits real estate investors. - Active (or direct) indexing and how it differs from traditional ETFs. - How to use equity losses to reduce or eliminate capital...

In this episode, Thomas is joined by Scott Morse, founder of Lamassu Leads and host of the "Leads 2 Deals" podcast. Scott specializes in helping real estate investors find motivated sellers and acquire properties through innovative lead generation strategies. Together, Thomas and Scott dive deep into the art of dominating any market by leveraging cold outbound marketing and multiple sales channels to reach motivated sellers directly. They cover: - How to use multiple marketing channels to...

In this episode, Thomas and Ryan are joined by Chris Lopez from Property Llama. Chris and his team have analyzed over 7,000 properties using Property Llama data. Chris, Thomas, and Ryan explore trends of the current marketplace and strategies to implement. They cover: - A deep dive into cash flow by property type, with a focus on multifamily properties. - Current trends and strategies to boost cash flow in today's market. - The potential pitfalls of holding onto low-interest rate...

In this episode, Thomas and Ryan sit down with tax attorney Matthew Rappaport to dive into some of the most sophisticated tax strategies available to real estate investors. Here’s what they cover: - Partnership divisions and how they can offer a strategic advantage in 1031 exchanges. - The nuances of combining Section 121 and 1031 exchanges for optimal tax benefits. - The challenges and opportunities of real estate holdings within S-Corporations. - Creative strategies like construction...

In this episode, Thomas and Ryan review the proposed tax plans of current presidential candidates and how these changes might impact real estate investors. Here’s what they cover: - Biden and Kamala Harris’s proposed tax increases and credits for affordable housing. - Trump's proposed tax cuts and extensions of existing tax laws. - Common themes of higher taxes on wealthy individuals and corporations. - The impact of potential tax policy shifts on real estate investors. If you’re...

In this episode, Thomas & Ryan are joined by Justin Shore, EA to dive into the impacts of indexing certain tax deductions for inflation. They cover: - The 25K Special Loss Allowance and Its Potential Impact - The Section 121 Exclusion and Other Key Deductions & Credits - The Dark Side and Bright Side of Indexing for Inflation If you're interested in the effect of inflation on your real estate investments, this is an episode you don't want to miss. To become a client, request a...

In this episode, Thomas & Ryan review the triple tax benefits of paying your children to work in your business and explain how to accomplish this. Not only will you reap the tax benefits, but your children will learn the value of hard work and build their resume. This is an incredibly tax-efficient strategy within an episode you won't want to miss. To become a client, request a consultation from Hall CPA, PLLC at go.therealestatecpa.com/3KSEev6 Start our free 4-day email...

In this episode, Thomas & Ryan are joined by Dr Jeff Anzalone, the Debt-Free Doctor, to discuss how doctors and professionals can achieve financial freedom and buy back their time by investing in real estate. They cover: - Jeff's journey from a full-time dentist to achieving financial freedom through real estate investing. - What types of investments to consider and how to get started? - What investments Jeff is focusing on in 2024 - A future market outlook - And much more! Whether...

In this episode, Thomas and Ryan sit down with Kriss Berg, a seasoned entrepreneur and car wash investment guru, to delve into the lucrative world of car wash investments. Chris shares his journey from e-commerce to car washes, revealing why he chose this unique industry and how it offers significant tax benefits. Here’s what to expect: - Why Invest in Car Washes? - The Car Wash Business Model and Financing - Using Car Washes to Offset Taxes - The Future of the Car Wash Industry - Key...

In this episode, Ryan and Thomas answer the frequently asked questions about the short-term rental loophole, a popular strategy among real estate investors. They address common queries from Tax Smart insiders and clients about how to effectively use this strategy and avoid potential pitfalls. They cover: - Can you use the STR loophole if you take a second home loan from the bank? - Using the STR loophole with partners - The biggest mistakes people make with STR loophole - Personal use...

In this episode, Ryan and Thomas answer the frequently asked question, “Should I reduce my taxes to zero?”. Answering this question starts with understanding how the US tax system works. Here’s what to expect: - Progressive taxation and tax brackets - Why taxpayers might want to reduce their taxes to zero & when it might be beneficial - The role of Modified Adjusted Gross Income (MAGI) in tax planning - Common misconceptions and the potential pitfalls of such an approach If this...

In this episode, Ryan and Thomas dive into the BRRRR strategy—Buy, Renovate, Rent, Refinance, Repeat. They discuss how this approach serves as a formidable tool for wealth-building and optimizing tax efficiencies in real estate investments. Key Points Covered: - The fundamentals of BRRR & its application in both residential and commercial real estate - An example of the significant financial benefits, including the potential for no-money-down deals - Why BRRRR is a highly tax-efficient...

The ever-popular STR Loophole has been used by countless investors and helped them save tens if not hundreds of thousands of dollars in taxes. In this episode, Ryan and Thomas are deep-diving into STR Loophole audits. They cover: - What to do if you receive an audit notice - The top three arguments the IRS is making - How to counter effectively & document properly If you're a STR investor, this is a valuable episode you don't want to miss. To become a client, request a...

In this week's episode, Ryan and Brandon are joined by Sam Parr, a serial entrepreneur who has built and sold several multimillion-dollar companies, to discuss how real estate and taxes play into his businesses and wealth creation for his family. They breakdown: - Sam's creation of "The Hustle" & The Evolution of His Ventures - The approach to incorporating real estate into business models - The specific tax strategies Sam implemented for optimization - The predictions for future real...