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On the show
From 24 epsHosts
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Recent episodes
383. The $60,000 Tax Question: Expense It or Depreciate It?
Jun 22, 2026
Unknown duration
Why This Airline Pilot Chose Passive Investing (Oil & Gas, Senior Living, & More) with Tait Duryea
Jun 18, 2026
Unknown duration
382. Can Real Estate Developers Use Cost Segregation & Bonus Depreciation?
Jun 16, 2026
Unknown duration
What Happens When an Investor Dies, Sells, or Gets Bought Out? Understanding Section 754 Elections
Jun 11, 2026
18m 56s
381. The Top Entity Structuring Mistakes We've Seen (LLCs, S Corps, and Partnerships)
Jun 9, 2026
35m 18s
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 6/22/26 | ![]() 383. The $60,000 Tax Question: Expense It or Depreciate It? | Should you expense a rental property cost immediately or capitalize and depreciate it over time? It's one of the most misunderstood areas of real estate investing and getting it wrong can cost you thousands in missed deductions or IRS headaches. In this episode, Thomas Castelli and Nate Sosa break down the decision framework every real estate investor needs to understand when dealing with repairs, renovations, improvements, appliances, HVAC systems, roofs, and other property expenses. You'll learn: - When an expense can be deducted immediately - How the De Minimis Safe Harbor works - The difference between repairs and capital improvements - When the BAR Test applies (Betterment, Adaptation, Restoration) - How cost segregation impacts your deductions - Bonus depreciation vs. Section 179 and when each makes sense - Common tax myths that trip up landlords and short-term rental owners Request a consultation from Hall CPA at go.therealestatecpa.com/3KSEev6 Get the FREE Ultimate STR Tax Strategy Bundle: go.therealestatecpa.com/strbundle Register for the FREE Investing Debate: go.therealestatecpa.com/debate Submit your question for Tom & Nathan: go.therealestatecpa.com/question 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. Any mention of third-party vendors, products, or services does not constitute an endorsement or recommendation. You should conduct your own due diligence before engaging with any vendor. | — | ||||||
| 6/18/26 | ![]() Why This Airline Pilot Chose Passive Investing (Oil & Gas, Senior Living, & More) with Tait Duryea | In this episode, Nathan Sosa sits down with Tait Duryea, Founder and CEO of Turbine Capital, for part one of the active vs. passive investing debate. Tait shares how he went from airline pilot to building an investment firm and explains why many high-income professionals are turning to passive investing opportunities in real estate and energy. The conversation breaks down today's most attractive asset classes, including multifamily, senior living, industrial real estate, and oil & gas. Tait also explains how passive investors can benefit from depreciation, K-1 losses, and unique tax incentives available through oil and gas investments. Topics Discussed: - The biggest misconception about passive investing - How to evaluate fund managers and syndicators - Senior living and industrial real estate opportunities - Oil & gas investing and tax benefits Request a free discovery meeting: go.therealestatecpa.com/mlre Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question Connect with Tait: https://www.turbinecap.com/ The Major League Real Estate podcast is for general information purposes only and is not intended to provide, and should not be relied on for, tax, legal, investing, financial, 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. Any mention of third-party vendors, products, or services does not constitute an endorsement or recommendation. You should conduct your own due diligence before engaging with any vendor. | — | ||||||
| 6/16/26 | ![]() 382. Can Real Estate Developers Use Cost Segregation & Bonus Depreciation? | In this episode of the Tax Smart REI Podcast, Thomas Castelli and Nathan Sosa break down one of the most misunderstood areas of real estate taxation: how developers are taxed and when they can (and can't) take advantage of cost segregation and bonus depreciation. They explain the key difference between developers who build to sell versus developers who build to hold, why dealer status can eliminate depreciation benefits, and how entity structure decisions can impact your ability to defer taxes, execute 1031 exchanges, and maximize long-term wealth. Request a consultation from Hall CPA at go.therealestatecpa.com/3KSEev6 Get the FREE Ultimate STR Tax Strategy Bundle: go.therealestatecpa.com/strbundle Register for the FREE Investing Debate: go.therealestatecpa.com/debate Submit your question for Tom & Nathan: go.therealestatecpa.com/question 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. Any mention of third-party vendors, products, or services does not constitute an endorsement or recommendation. You should conduct your own due diligence before engaging with any vendor. | — | ||||||
| 6/11/26 | ![]() What Happens When an Investor Dies, Sells, or Gets Bought Out? Understanding Section 754 Elections✨ | Section 754 electionsreal estate syndications+4 | Thomas CastelliNate Sosa | Hall CPA | — | Section 754tax opportunities+5 | — | 18m 56s | |
| 6/9/26 | ![]() 381. The Top Entity Structuring Mistakes We've Seen (LLCs, S Corps, and Partnerships)✨ | entity structuring mistakesreal estate investing+5 | — | Hall CPATennessee | — | entity structurereal estate investors+5 | — | 35m 18s | |
| 6/4/26 | ![]() MLRE: 1031 Exchange Capital in Syndications: TICs, DSTs, and UPREITs Explained✨ | 1031 exchangereal estate syndications+5 | Nate SosaThomas Castelli | Major League Real Estate PodcastDelaware Statutory Trusts+4 | — | 1031 exchangereal estate syndications+5 | — | 26m 32s | |
| 6/2/26 | ![]() 380. The IRS May Owe You a COVID-Era Refund: What to Know Before July 2026✨ | COVID-era tax refundsIRS penalties+4 | — | IRSHall CPA | — | IRS penaltiesCOVID-era refunds+7 | — | 23m 01s | |
| 5/28/26 | ![]() MLRE: What Every Syndicator Gets Wrong About Depreciation Recapture✨ | depreciation recapturecost segregation+5 | Nate SosaThomas Castelli | Hall CPA | — | bonus depreciationcost segregation+6 | — | 18m 07s | |
| 5/26/26 | ![]() 379. From Losing $100K to 17 Rentals Without a Property Manager with Becky Nova✨ | real estate investingfinancial independence+4 | Becky Nova | Hall CPALady Landlords | New YorkDominican Republic | real estateinvesting+5 | — | 52m 17s | |
| 5/21/26 | ![]() MLRE: The Hidden Tax Problems Inside Real Estate Syndications✨ | tax problems in real estate syndicationsoperating agreement tax mistakes+4 | Nate SosaThomas Castelli | Hall CPAMajor League Real Estate Podcast+1 | — | real estate syndicationstax mistakes+5 | — | 23m 56s | |
| 5/19/26 | ![]() 378. The Truth About Paying Your Kids Legally (And Whether The IRS Cares)✨ | paying children through businesstax strategies for families+3 | — | Hall CPAIRS+3 | — | family tax strategiespayroll taxes+3 | — | 31m 45s | |
| 5/14/26 | ![]() MLRE: How to Raise Capital Legally for Real Estate Deals with Attorney Mola Bosland✨ | real estate syndicationscapital raising+3 | Mola Bosland | Major League Real Estate PodcastHall CPA | — | real estatecapital raising+3 | — | 39m 48s | |
| 5/12/26 | ![]() 377. You Can't Escape Depreciation Recapture (But Here's How to Defer It)✨ | depreciation recapturetax planning+3 | Thomas CastelliNate Sosa | Hall CPA | — | depreciationrecapture+6 | — | 31m 21s | |
| 5/7/26 | ![]() MLRE: S Corps, C Corps & Syndications: The Structuring Mistakes Investors Make✨ | entity structuringreal estate syndications+5 | Thomas CastelliNate Sosa | Hall CPA | — | S corporationC corporation+5 | — | 19m 25s | |
| 5/5/26 | ![]() 376. The Depreciation Mistake That Could Cost You at Audit (And Baby Roths)✨ | depreciationtax audit+5 | — | Hall CPA | — | depreciation mistaketax audit+5 | — | 20m 12s | |
| 4/30/26 | ![]() MLRE: Why 1031 Exchanges Break in Syndications (And How to Work Around It)✨ | 1031 exchangessyndications+3 | — | Major League Real Estate PodcastDelaware Statutory Trusts+3 | — | 1031 exchangesyndication+6 | — | 23m 05s | |
| 4/28/26 | ![]() 375. Why S Corporations Are a Disaster for Rental Properties (And How to Get Out)✨ | S CorporationsRental Properties+4 | — | Hall CPA | — | S CorporationRental Properties+5 | — | 29m 55s | |
| 4/23/26 | ![]() MLRE: K-1s, Deadlines, and Tax Extensions: How Tax Season Is Hurting Your Long Game✨ | tax seasonreal estate investing+5 | — | Ultimate Guide for Real Estate SyndicationsHall CPA+2 | — | tax seasonK-1s+8 | — | 22m 14s | |
| 4/21/26 | ![]() 374. How People Make $50K Tax-Free Renting Their Home (Augusta Rule)✨ | Augusta Ruletax strategies+4 | — | Hall CPA | — | Augusta Ruletax-free renting+5 | — | 31m 01s | |
| 4/16/26 | ![]() MLRE: Carried Interest: What’s Really Behind the “Loophole” and Why It's Misunderstood✨ | carried interestreal estate syndication+4 | — | Major League Real EstateIRS+2 | — | carried interestreal estate syndication+5 | — | 19m 16s | |
| 4/14/26 | ![]() 373. Insurance Mistakes Real Estate Investors Are Making (And What They’re Costing You)✨ | insurance mistakesreal estate investing+3 | Michael Fried | Strategic Claim ConsultantsHall CPA | — | insurancereal estate+5 | — | 38m 06s | |
| 4/9/26 | ![]() MLRE: Why Multifamily Is Still Uninvestable (And Where Smart Money Is Going Instead) With Brian Burke✨ | multifamily real estateinvestment strategies+3 | Brian Burke | Praxis CapitalTax Smart Real Estate Investors Podcast+2 | — | multifamily marketreal estate investing+3 | — | 38m 20s | |
| 4/8/26 | ![]() 372. How Top Investors Handle Tax Deadlines (Strategic Extensions Explained)✨ | tax extensionstax strategy+3 | Justin Shore | Hall CPA | — | tax extensionsfiling accurately+3 | — | 26m 20s | |
| 4/3/26 | ![]() MLRE: Disguised Sales: How Refinances Can Trigger Unexpected Taxes in Syndications✨ | disguised salespartnership tax law+4 | Thomas CastelliNate Sosa | Major League Real Estate PodcastIRS+1 | — | disguised salestax law+6 | — | 21m 15s | |
| 4/1/26 | ![]() 371. Why Your Tenants Leave (And How to Fix It Fast) with Ryan Barone✨ | tenant retentionproperty management+4 | Ryan Barone | RentRedi | — | tenant turnoverproperty management+7 | Hall CPA, PLLC | 39m 14s | |
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