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From 44 epsHosts
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Investing by Gut Feeling? Why Data Beats It “by a Million Miles” with Neal Bawa
Oct 15, 2026
49m 49s
399. Thinking About a 1031 Exchange? 5 Key Questions to Consider with Julia Fritzlen
Oct 13, 2026
36m 08s
Claim Denied: The Insurance Mistakes That Could Cost You
Oct 8, 2026
27m 43s
398. 4 Ways Your Short-Term Rental Occupancy Tax Can Go Wrong with Serena Verma
Oct 6, 2026
31m 07s
Investing in the “Infrastructure of Daily Life”: Express Car Washes, Oil Changes, Healthcare, & More with Chris Salerno
Oct 1, 2026
45m 51s
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9.6K to 118K🎙 Daily cadence·444 episodes·Last published 4d ago - Monthly Reach
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32K to 392K🇺🇸100% - Active Followers
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18K to 216K
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| Date | Episode | Topics | Guests | Brands | Places | Keywords | Sponsor | Length | |
|---|---|---|---|---|---|---|---|---|---|
| 10/15/26 |  Investing by Gut Feeling? Why Data Beats It “by a Million Miles” with Neal Bawa | Neal Bawa, a former tech founder who has invested in apartments since 2013, joins Nate and Tom to talk about using data to make real estate decisions. He explains why he passed on investing in Huntsville, Alabama, despite its growth, and where he sees multifamily rents heading over the next two years. He also discusses how Claude now handles much of his underwriting, from screening incoming deals to pulling comps and building dashboards for about $10 a month in tokens. Neal also gets into why most people who call themselves data-driven aren’t, why he’s buying retiring CPA firms, and what AI means for the accounting profession. Find Neal’s work at: multifamilyu.com Request a free discovery meeting: go.therealestatecpa.com/mlre Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 49m 49s | ||||||
| 10/13/26 |  399. Thinking About a 1031 Exchange? 5 Key Questions to Consider with Julia Fritzlen | In this episode of the Tax Smart REI podcast, Tom and Nate welcome Julia Fritzlen of Insight Investment Advisors to talk about helping real estate owners exit without a large tax bill. Julia explains how she moved from healthcare equipment financing into 1031 exchanges and Delaware Statutory Trusts (DSTs), and why she starts every conversation by asking what life should look like after the property is gone. The group covers the 45-day and 180-day exchange deadlines, debt boot, what makes a DST a good or poor fit, how illiquid these investments are, and why the investment itself should come before the tax benefit. They close with practical first steps for owners who are approaching a 1031 deadline. Request a consultation from Hall CPA at go.therealestatecpa.com/taxsmart Join the Hall CPA Team: go.therealestatecpa.com/team Submit your question for Tom & Nate: go.therealestatecpa.com/question To learn more about how oil and gas can support your tax strategy and long-term income goals: eckardenterprises.com/taxsmartrei/?u…copy_hyperlink 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. | 36m 08s | ||||||
| 10/8/26 |  Claim Denied: The Insurance Mistakes That Could Cost You | Nobody wants to talk about insurance until something goes wrong. In this episode of the Major League Real Estate Podcast, Nate and Tom walk through real court cases and news stories showing how real estate investors lose coverage over technicalities, from misstating a property's use (single-family vs. short-term rental) to deeding it to an LLC or family trust without updating the policy. They also cover outdated replacement-cost estimates and LA fire victims who can't rebuild, flood coverage gaps after Hurricane Helene, a Miami deal killed by insurance quotes, State Farm's exit from California apartment policies, and why umbrella insurance matters when a $50M lawsuit exceeds your property policy. Request a free discovery meeting: go.therealestatecpa.com/mlre Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 27m 43s | ||||||
| 10/6/26 |  398. 4 Ways Your Short-Term Rental Occupancy Tax Can Go Wrong with Serena Verma | Airbnb may be collecting occupancy tax for you, but that doesn't mean you're in the clear. In this episode of the Tax Smart REI podcast, Tom and Nate talk with Serena Verma, founder of Hostvisors and Monterra Tax, about an audit that uncovered $250,000 in tax exposure and the four ways occupancy tax goes wrong: over-collection, under-collection, over-remittance, and under-remittance. She also explains why platforms like Airbnb, VRBO, Booking.com, and Expedia don't always get it right, why you may still owe a zero-dollar return, how far back auditors can look, and what to check first if you've been hosting for years without reviewing your bookings. Connect with Serena at monterratax.com and hostvisors.com Request a consultation from Hall CPA at go.therealestatecpa.com/taxsmart Join the Hall CPA Team: go.therealestatecpa.com/team Submit your question for Tom & Nathan: go.therealestatecpa.com/question To learn more about how oil and gas can support your tax strategy and long-term income goals: https://eckardenterprises.com/taxsmartrei/?utm_source=taxsmartrei&utm_medium=podcast_ad&utm_campaign=taxsmartrei_podcast_2026&utm_content=podcast_ad_copy_hyperlink 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. | 31m 07s | ||||||
| 10/1/26 |  Investing in the “Infrastructure of Daily Life”: Express Car Washes, Oil Changes, Healthcare, & More with Chris Salerno | What happens when a real estate investor decides traditional multifamily no longer offers the opportunities it once did? In this episode of the Major League Real Estate Podcast, Nate and Tom sit down with Chris Salerno, founder and CEO of QC Capital Group, to discuss why he moved beyond multifamily into express car washes, oil changes, flex industrial real estate, healthcare, and other alternative investments. Chris shares how he looks for investments tied to the “infrastructure of daily life” and why cash flow and tax benefits play such a big role in his strategy. Request a free discovery meeting: go.therealestatecpa.com/mlre Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 45m 51s | ||||||
| 9/29/26 |  397. How a Pharmacist Built a 14-Property Student Housing Portfolio with Ryan Chaw | Ryan Chaw went from working long shifts as a pharmacist to owning 14 student rentals with 90 tenants. He joins Tom and Nate to explain how he built his portfolio using a rent-by-the-room strategy while still working his W-2 job. Ryan talks about the expensive mistakes he made on his first property, what he looks for when buying student rentals, and how he manages his portfolio. He also shares how rental income allowed him to leave his full-time job behind and how real estate impacted his tax situation. Request a consultation from Hall CPA at go.therealestatecpa.com/taxsmart Join the Hall CPA Team: go.therealestatecpa.com/team 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. | 35m 22s | ||||||
| 9/24/26 |  Why This $100M+ Investor Traded Apartments for Manufactured Homes With John Cohen | John Cohen, co-founder of Toro Real Estate Partners and JC Property Group, joins Nate and Tom to break down a real estate journey that started with $300 tax deed auctions and grew into hundreds of millions in multifamily, land, and development deals. John explains why he and his team sold almost their entire multifamily portfolio between 2020 and 2023 right before interest rates spiked, why he believes multifamily is a great long-term hold but a terrible short-term play right now, and why he's shifted his focus to buying land and putting brand-new manufactured homes on it for first-time homebuyers using FHA and USDA financing. The conversation covers deal economics, unlevered 20–30% return targets, why he avoids traditional debt on his land deals, his take on the data center land rush, and the biggest lessons and mistakes he's seen after more than a decade investing through multiple market cycles. Request a free discovery meeting: go.therealestatecpa.com/mlre Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 38m 43s | ||||||
| 9/22/26 |  396. 60 Days Left To Buy A Short-Term Rental For 2026 Tax Savings | With Q4 underway, time is running out to put the short-term rental tax strategy to work for 2026. In this episode of the Tax Smart REI Podcast, Tom and Nate sit down with returning guest Justin Shore to break down the real "60-day countdown" investors face if they want to close on a property, get it rented, and qualify for STR tax benefits before year-end. They cover how many guest stays you actually need, why personal use in year one can wreck your deductions, what really counts toward the 100-hour material participation test, the gray areas around travel time and "barter" stays with influencers, and why cost segregation timing matters less than people think. They close with a look at the excess business loss limitation and what to do if you don't make the deadline. Request a consultation from Hall CPA at go.therealestatecpa.com/taxsmart Join the Hall CPA Team: go.therealestatecpa.com/team 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. | 34m 37s | ||||||
| 9/17/26 |  Your Real Estate Is Insured. But Are You Actually Covered? | Having insurance doesn’t necessarily mean your real estate investment is fully protected. In this episode of the Major League Real Estate Podcast, Tom and Nate discuss why market value, loan balance, insurance limits, and replacement costs can all be different, and why simply meeting your lender’s insurance requirements may leave your equity exposed. They also explain what happens when insurance proceeds exceed the cost of rebuilding, when those proceeds can create a taxable gain, and how Section 1033 may allow investors to defer that gain following certain involuntary conversions. Plus, they cover insurance reviews, replacement costs, entity details, documentation, and why investors and syndicators should regularly make sure their coverage matches their actual risk. Request a free discovery meeting: go.therealestatecpa.com/mlre Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 18m 49s | ||||||
| 9/15/26 |  395. Debunking 5 Material Participation Myths Real Estate Investors Keep Getting Wrong | Material participation is one of the most important and misunderstood tax rules for real estate investors. In this episode of the Tax Smart REI Podcast, Tom and Nate debunk five common myths involving Real Estate Professional Status (REPS), short-term rentals, the 100-hour test, property managers, equipment rentals, and partnerships. They also explain when a spouse’s hours count toward material participation, why those hours cannot be combined to meet the 750-hour REPS requirement, and what investors should know about Deferred Sales Trusts (DSTs). If you’re using real estate losses as part of your tax strategy, this episode covers the material participation rules and misconceptions you need to understand. Request a consultation from Hall CPA at go.therealestatecpa.com/taxsmart Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: go.therealestatecpa.com/team 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. | 28m 04s | ||||||
Want analysis for the episodes below?Free for Pro Submit a request, we'll have your selected episodes analyzed within an hour. Free, at no cost to you, for Pro users. | |||||||||
| 9/10/26 | mobile home parksreal estate investing+3 | Michael Pansolini | PwCBrookfield+4 | — | mobile home parksreal estate+5 | — | 34m 42s | ||
| 9/8/26 | real estate accountingbusiness growth+4 | Brandon Hall | Hall CPATooth & Coin+1 | — | real estate CPAbusiness growth+4 | — | 39m 31s | ||
| 9/3/26 | 1031 exchangesreal estate partnerships+5 | Matthew Rappaport | Hall CPAMajor League Real Estate+3 | CaliforniaNew York | 1031 exchangereal estate+6 | — | 32m 21s | ||
| 9/1/26 | short-term rentaltax benefits+3 | Joey Linn | Hall CPASports Illustrated | Michigan City, IndianaSouthern California | short-term rentaltax benefits+5 | — | 35m 37s | ||
| 8/27/26 | 1031 exchangesreal estate partnerships+4 | Matthew Rappaport | Falcon Rappaport & Berkman | New YorkCalifornia | 1031 exchangedrop and swap+7 | — | 28m 06s | ||
| 8/25/26 | capital gains taxesinflation adjustment+3 | Nate SosaJustin Shore | Hall CPATax Smart Real Estate Investors Podcast+1 | — | capital gainsinflation indexing+3 | — | 29m 05s | ||
| 8/20/26 | estate planningtrusts+4 | — | Hall CPAMajor League Real Estate+2 | — | estate taxgrantor trusts+7 | — | 25m 30s | ||
| 8/18/26 | disaster relieftax strategy+4 | — | — | — | disaster relieftax strategy+5 | Hall CPA | 25m 55s | ||
| 8/13/26 | real estate syndicationtax questions+5 | Nate SosaThomas Castelli | — | — | real estatesyndication+6 | — | 24m 04s | ||
| 8/11/26 | tax electionsreal estate investing+4 | Justin Shore | Hall CPA | — | tax electionsreal estate professional status+4 | — | 32m 46s | ||
| 8/6/26 |  Why a Will Isn't Enough: The Estate Planning Mistakes Investors Keep Making | Why aren't we putting more emphasis on estate planning? In this episode, Nate Sosa and Thomas Castelli break down the essential estate planning strategies every real estate investor should understand. They cover why a simple will often isn't enough, how living trusts help avoid probate, the importance of powers of attorney and healthcare directives, and how estate planning intersects with tax planning. They also discuss estate tax exemptions, the step-up in basis, gifting strategies, and when more advanced trusts may become necessary as your portfolio grows. Request a free discovery meeting: go.therealestatecpa.com/mlre Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 31m 08s | ||||||
| 8/4/26 |  389. Don't Sell Your Land Until You Know This IRS Rule (It Could Cost You 6 Figures) | Many real estate investors assume that holding land for several years automatically qualifies them for favorable capital gains treatment. Unfortunately, that's not always true. In this episode, we break down one of the most misunderstood areas of real estate taxation: dealer status. You'll learn how the IRS determines whether your land is an investment or inventory, why intent alone isn't enough, and how seemingly small decisions before a sale can dramatically impact your tax bill. We discuss the seven factors courts use to evaluate dealer status, real-world tax court cases, why 1031 exchanges and installment sales may no longer apply if you're classified as a dealer, and how entity structuring may help strengthen your position. Whether you're land banking, flipping properties, developing real estate, or simply planning your next investment, understanding these rules could save you hundreds of thousands of dollars in unnecessary taxes. Request a consultation from Hall CPA at go.therealestatecpa.com/3KSEev6 Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: www.therealestatecpa.com/careers/ 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. | 33m 45s | ||||||
| 7/30/26 |  Too Big for REPS? The Tax Question Every Real Estate Operator Should Ask | Many real estate investors assume that as their business grows, qualifying for Real Estate Professional Status becomes automatic. The reality is much more complicated. In this episode, Nate and Tom tackle the question: Can you become too big for REPS? They break down what actually qualifies as material participation, whether capital raising counts toward REPS, how delegation changes the analysis, and why large syndicators and fund managers need to understand the difference between running a real estate business and simply owning one. The discussion also covers notable tax court cases, President Trump's publicly discussed tax returns, common REPS misconceptions, and planning considerations as your portfolio grows. In this episode, you'll learn: - What Real Estate Professional Status actually requires. - Whether CEOs, fund managers, and syndicators can still qualify. - Why scaling your business may or may not affect your tax benefits. - The IRS's position on material participation. - Common REPS myths that continue circulating in the industry. Request a free discovery meeting: go.therealestatecpa.com/mlre Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 27m 10s | ||||||
| 7/28/26 |  388. Trump Accounts: What You Need to Know Now That They're Live with Jacob Orr | Trump Accounts are now live, giving parents and grandparents another option for saving and investing on behalf of their children. In this episode of the Tax Smart REI Podcast, Thomas Castelli, Jacob Orr, and Nate Sosa discuss how Trump Accounts work, who qualifies, how the government's $1,000 contribution is claimed, and where these accounts fit alongside strategies like 529 plans, Roth IRAs, and hiring your children in your business. In this episode, you'll learn: - Who qualifies for the $1,000 government contribution - Annual contribution limits - How contributions and withdrawals are taxed - How Trump Accounts compare to 529 plans - When a Roth conversion may make sense Request a consultation from Hall CPA at go.therealestatecpa.com/3KSEev6 Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: www.therealestatecpa.com/careers/ Connect with Eckard Enterprises: eckardenterprises.com/taxsmartrei/?u…copy_hyperlink 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. | 42m 06s | ||||||
| 7/23/26 |  What's Next for Commercial Real Estate? According to a Broker Behind $10 Billion in Deals | Commercial real estate is changing, and the smartest investors are already adapting. In this episode, Nate Sosa and Thomas Castelli sit down with Mark Sinnett, Head of Capital Markets for Quebec at Avison Young. After closing more than 800 commercial real estate transactions totaling over $10 billion, Mark shares what institutional investors are seeing before everyone else. They discuss: - Why retail may be the biggest opportunity today - Whether office buildings are making a comeback - What's really happening in multifamily housing - How sale-leaseback transactions create massive liquidity - The role AI will play in commercial real estate - Why every investor needs multiple exit strategies If you invest in commercial real estate or want to understand where institutional capital is moving, this episode is important for you. Request a free discovery meeting: go.therealestatecpa.com/mlre Register for FREE access to the 2026 Hall CPA Tax Strategy Summit: www.taxandlegalsummit.com/2026signup Join the Hall CPA Team: www.therealestatecpa.com/careers/ Get the Ultimate Guide for Real Estate Syndications: go.therealestatecpa.com/mlreultimateguide Submit your questions to: go.therealestatecpa.com/question 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. | 34m 27s | ||||||
| 7/21/26 | multifamily real estateinvestment strategies+3 | Gino Barbaro | Hall CPA | — | real estate investingapartment units+3 | — | 44m 39s | ||
| 7/16/26 | housing billinstitutional investors+4 | Troy Silfies | Hall CPA | — | housing billinstitutional investors+5 | — | 43m 39s | ||
| 7/14/26 | tax scamsreal estate investing+4 | Nate SosaJustin Shore | Hall CPAIRS+2 | — | tax scamsreal estate investors+5 | — | 35m 07s | ||
| 7/9/26 | Opportunity Zonescapital gains tax+4 | Nate SosaTom | Hall CPAMajor League Real Estate+2 | — | Opportunity Zonescapital gains+5 | — | 30m 41s | ||
| 7/7/26 | 1031 exchangeoil and gas investments+4 | Khris Allen | Eckard Enterprises | — | 1031 exchangeoil and gas+4 | Hall CPA3KSEev6 | 38m 21s | ||
| 7/2/26 | manufactured housingreal estate investment+4 | Ali Nasir | Rise360 VenturesHall CPA+1 | — | manufactured housingreal estate+5 | — | 37m 04s | ||
| 6/30/26 | RV parkstax benefits+4 | Thomas CastelliNate Sosa | Eckard Enterprises | — | RV parkstax savings+5 | Hall CPA3KSEev6 | 25m 39s | ||
| 6/22/26 | tax deductionsreal estate investing+4 | Thomas CastelliNate Sosa | Hall CPA | — | tax questionexpense+7 | — | 27m 43s | ||
| 6/18/26 | passive investingreal estate+4 | Tait Duryea | Turbine Capital | — | passive investingreal estate+5 | — | 50m 34s | ||
| 6/16/26 | real estate taxationcost segregation+4 | Thomas CastelliNathan Sosa | Hall CPA | — | real estatetaxation+5 | — | 21m 41s | ||
| 6/11/26 | Section 754 electionsreal estate syndications+4 | Thomas CastelliNate Sosa | Hall CPA | — | Section 754tax opportunities+5 | — | 18m 56s | ||
| 6/9/26 | entity structuring mistakesreal estate investing+5 | — | Hall CPATennessee | — | entity structurereal estate investors+5 | — | 35m 18s | ||
| 6/4/26 | 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 | COVID-era tax refundsIRS penalties+4 | — | IRSHall CPA | — | IRS penaltiesCOVID-era refunds+7 | — | 23m 01s | ||
| 5/28/26 | depreciation recapturecost segregation+5 | Nate SosaThomas Castelli | Hall CPA | — | bonus depreciationcost segregation+6 | — | 18m 07s | ||
| 5/26/26 | real estate investingfinancial independence+4 | Becky Nova | Hall CPALady Landlords | New YorkDominican Republic | real estateinvesting+5 | — | 52m 17s | ||
| 5/21/26 | 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 | paying children through businesstax strategies for families+3 | — | Hall CPAIRS+3 | — | family tax strategiespayroll taxes+3 | — | 31m 45s | ||
| 5/14/26 | real estate syndicationscapital raising+3 | Mola Bosland | Major League Real Estate PodcastHall CPA | — | real estatecapital raising+3 | — | 39m 48s | ||
| 5/12/26 | depreciation recapturetax planning+3 | Thomas CastelliNate Sosa | Hall CPA | — | depreciationrecapture+6 | — | 31m 21s | ||
| 5/7/26 | entity structuringreal estate syndications+5 | Thomas CastelliNate Sosa | Hall CPA | — | S corporationC corporation+5 | — | 19m 25s | ||
| 5/5/26 | depreciationtax audit+5 | — | Hall CPA | — | depreciation mistaketax audit+5 | — | 20m 12s | ||
| 4/30/26 | 1031 exchangessyndications+3 | — | Major League Real Estate PodcastDelaware Statutory Trusts+3 | — | 1031 exchangesyndication+6 | — | 23m 05s | ||
| 4/28/26 | S CorporationsRental Properties+4 | — | Hall CPA | — | S CorporationRental Properties+5 | — | 29m 55s | ||
| 4/23/26 | tax seasonreal estate investing+5 | — | Ultimate Guide for Real Estate SyndicationsHall CPA+2 | — | tax seasonK-1s+8 | — | 22m 14s | ||
| 4/21/26 | Augusta Ruletax strategies+4 | — | Hall CPA | — | Augusta Ruletax-free renting+5 | — | 31m 01s | ||
| 4/16/26 | carried interestreal estate syndication+4 | — | Major League Real EstateIRS+2 | — | carried interestreal estate syndication+5 | — | 19m 16s | ||
| 4/14/26 | insurance mistakesreal estate investing+3 | Michael Fried | Strategic Claim ConsultantsHall CPA | — | insurancereal estate+5 | — | 38m 06s | ||
| 4/9/26 | 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 | tax extensionstax strategy+3 | Justin Shore | Hall CPA | — | tax extensionsfiling accurately+3 | — | 26m 20s | ||
| 4/3/26 | disguised salespartnership tax law+4 | Thomas CastelliNate Sosa | Major League Real Estate PodcastIRS+1 | — | disguised salestax law+6 | — | 21m 15s | ||
| 4/1/26 | tenant retentionproperty management+4 | Ryan Barone | RentRedi | — | tenant turnoverproperty management+7 | Hall CPA, PLLC | 39m 14s | ||
| 3/27/26 | multifamily real estatevertical integration+5 | Rob Beardsley | LSCREMajor League Real Estate Podcast+1 | — | multifamily portfolioreal estate investing+5 | — | 40m 29s | ||
| 3/24/26 | housing billFinCEN reporting+3 | — | FinCEN | — | housing changesreal estate investors+5 | Hall CPA | 34m 30s | ||
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