Tax Smart Real Estate Investors

Tax Smart Real Estate Investors

Creator
0 followers

Real estate tax planning: REPS, cost seg, passive/active rules, 1031, entity election.

What Happens When an Investor Dies, Sells, or Gets Bought Out?
VideoJun 11, 2026

What Happens When an Investor Dies, Sells, or Gets Bought Out?

The episode of Major League Real Estate explains Section 754 elections, a tax election that a partnership can make when an ownership interest is transferred—through death, a buy‑out, redemption, or sale. Hosts Nathan Sessa and Tom Castelli stress that the election is...

By Tax Smart Real Estate Investors
Can You Use 1031 Exchange Money in a Syndication? TICs, DSTs & UPREITs Explained
VideoJun 4, 2026

Can You Use 1031 Exchange Money in a Syndication? TICs, DSTs & UPREITs Explained

The episode tackles a common question among real‑estate investors: can 1031 exchange proceeds be funneled into a syndication fund? Host Nathan Sosa and co‑host Tom Castelli explain that the tax code bars a direct swap of real‑property for a partnership...

By Tax Smart Real Estate Investors
The Tax Mistakes Syndicators Don’t Catch Until It’s Too Late
VideoMay 21, 2026

The Tax Mistakes Syndicators Don’t Catch Until It’s Too Late

The episode spotlights a recurring blind spot in real‑estate syndication: treating CPAs as mere tax‑return preparers instead of strategic partners. Nathan Sosa and Tom Castelli argue that syndicators should bring a qualified CPA onto the bench from the outset, shaping...

By Tax Smart Real Estate Investors
How to LEGALLY Pay Your Kids Through Your Business (And What the IRS Thinks)
VideoMay 19, 2026

How to LEGALLY Pay Your Kids Through Your Business (And What the IRS Thinks)

The Taxmart REI podcast explains how parents can legally employ their children in a family‑run real‑estate business to generate earned income and capture tax benefits. By hiring kids through a sole proprietorship or husband‑and‑wife partnership, owners can deduct the wages...

By Tax Smart Real Estate Investors
How Real Estate Syndicators Raise Millions Legally
VideoMay 14, 2026

How Real Estate Syndicators Raise Millions Legally

The podcast episode breaks down how real‑estate syndicators can legally raise millions by combining proper entity architecture with securities‑law exemptions. Host Nathan Sosa and attorney Mola Buzzland explain the standard two‑LLC model—an investment LLC that holds title and debt, and...

By Tax Smart Real Estate Investors
You Can't Escape Depreciation Recapture (But Here's How to Defer It)
VideoMay 12, 2026

You Can't Escape Depreciation Recapture (But Here's How to Defer It)

The episode breaks down depreciation recapture – the tax you owe when selling an investment or rental property – and explains why it matters for short‑term rental investors. It clarifies the three tax “buckets”: 1245 recapture taxed as ordinary income...

By Tax Smart Real Estate Investors
Why S Corps & C Corps Can RUIN Your Real Estate Syndication!!!
VideoMay 7, 2026

Why S Corps & C Corps Can RUIN Your Real Estate Syndication!!!

The episode explains why using S corporations or C corporations for real‑estate syndication often backfires, emphasizing that the choice of entity dramatically affects tax outcomes and operational flexibility. Tom and Nathan detail how LLCs taxed as partnerships provide unparalleled flexibility: they...

By Tax Smart Real Estate Investors
You're Depreciating Your Rentals Wrong?!
VideoMay 5, 2026

You're Depreciating Your Rentals Wrong?!

The Taxmart REI podcast episode fielded listener questions on short‑term rental tax treatment, time‑tracking tools, property classification, depreciation rules, and education‑savings strategies. Host Tom explained that precise logging of management hours—using tools like their proprietary time‑log or generic apps—creates a...

By Tax Smart Real Estate Investors
The S Corp Mistake That Traps Real Estate Investors (And How to Get Out)
VideoApr 28, 2026

The S Corp Mistake That Traps Real Estate Investors (And How to Get Out)

The Taxmart REI podcast episode warns real‑estate investors that placing rental properties in an S corporation is a common misstep. While S‑corp elections can shield active‑business income from self‑employment tax, rental income is already exempt, making the structure unnecessary and...

By Tax Smart Real Estate Investors
How to Make $50K Tax-Free Renting Your Home (Augusta Rule Explained)
VideoApr 22, 2026

How to Make $50K Tax-Free Renting Your Home (Augusta Rule Explained)

The episode explains the Augusta or Masters exemption, a provision in the tax code that lets homeowners rent their primary residence for 14 days or fewer without reporting the income. It traces the rule’s origin to the 1976 tax...

By Tax Smart Real Estate Investors
Carried Interest: What Most Investors Get Wrong About This "Loophole"
VideoApr 16, 2026

Carried Interest: What Most Investors Get Wrong About This "Loophole"

The episode dives into carried interest, tracing its roots from 16th‑century ship captains to today’s real‑estate syndications. Host Nathan Sosa explains how the profit‑share mechanism works, why it’s called a “carry,” and its relevance for general partners (GPs) and limited...

By Tax Smart Real Estate Investors
Real Estate Investors Are Making THESE Insurance Mistakes
VideoApr 14, 2026

Real Estate Investors Are Making THESE Insurance Mistakes

The Taxmart REI podcast episode spotlights a common blind spot for property owners—insurance protection. Host invites Michael Frerieded, vice‑president of Strategic Claim Consultants, to explain how investors can avoid costly claim mistakes. Frerieded argues that insurers have an inherent conflict of...

By Tax Smart Real Estate Investors
Multifamily Is Broken? Here’s Where the Smart Money Is Going (Brian Burke)
VideoApr 13, 2026

Multifamily Is Broken? Here’s Where the Smart Money Is Going (Brian Burke)

Brian Burke, CEO of Prais Capital, argues that the multifamily sector is currently in a chaotic, post‑crash state, likening it to a traffic collision where only the cleanup crews stand to profit. He warns that the market remains uninvestable for...

By Tax Smart Real Estate Investors
The Truth About Tax Extensions (You’re Probably Doing It Wrong)
VideoApr 7, 2026

The Truth About Tax Extensions (You’re Probably Doing It Wrong)

The Taxmart REI podcast episode tackles the stigma surrounding tax extensions, explaining that an extension merely postpones the filing deadline to October 15, not the payment deadline, and why many real‑estate investors should consider it. Hosts Nate Sosa and Justin Shore...

By Tax Smart Real Estate Investors