Podcast Episodes

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The Real Foundation of Our STR Business (It Has Nothing to Do With Real Estate)

Episode 86

Most people think building a successful STR portfolio comes down to markets, numbers, and design. They're missing the one thing that actually makes o…

4 months, 3 weeks ago

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The Market Is Uncertain. Your Tax Bill Isn't. Why We're Buying Property Number Eight Now.

Episode 85

There's always a reason not to buy. In 2020 it was COVID. In 2022 it was rising rates. Today it's tariffs, gas prices, and AI uncertainty. The invest…

5 months ago

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Why Married Couples Have an Unfair Tax Advantage (And Exactly How We Use It)

Episode 84

Most married couples filing jointly have no idea they are sitting on one of the most powerful tax advantages in the entire tax code.

In this episode, …

5 months, 2 weeks ago

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Why Being a Stay-at-Home Parent Is the Most Underrated Tax Strategy for High-Income Couples

Episode 83

Why Being a Stay-at-Home Parent Is the Most Underrated Tax Strategy for High-Income Couples

Most high-income couples think staying home means giving u…

5 months, 3 weeks ago

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The Real Reason We Know Which STR Markets Work (It's Not What You Think)

Episode 82

Most investors open AirDNA, look at the numbers, and think they've done their research. They haven't.

In this episode, I sit down with my co-host and …

5 months, 3 weeks ago

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The STR Financing Blueprint: When to Use DSCR Loans, Second Home Loans, and Everything in Between

Episode 81

Most STR investors hit a wall around property 3 or 4. Not because they run out of deals, but because conventional lenders start stacking paperwork, h…

6 months ago

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I Used to Think STR Design Was an Expense. Now Every Property We Own Is Professionally Designed

Episode 80

You just spent $1M on a property. Now someone is telling you to spend another $200K on design. That fear is real, and it stopped me too.

In this episo…

6 months, 1 week ago

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How a 22-Year-Old Built 70 Units From Scratch (And Why Arbitrage Is Just the Beginning)

Episode 79

Most people wait until they feel "ready" to build something real. Hailee Marie started at 19, during a pandemic, when everyone else was running the o…

6 months, 2 weeks ago

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What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See

Episode 78

What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See

Most STR investors buy based on what their realtor tells them, what a random …

6 months, 4 weeks ago

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Your $600K Investment Deserves Better Than a Spreadsheet and a Gut Feeling

Episode 77

You bought a great property. You amenitized it. You listed it. And then you priced it with your emotions and left thousands of dollars on the table.

I…

7 months ago

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