STR Like The Best

What Your CPA Gets Wrong About the STR Tax Loophole (100% Bonus Depreciation Is Back)

Most high-income W-2 professionals are leaving six figures on the table every year because their accountant doesn't fully understand the short-term rental tax loopho

Why We Launched the Mentorship Program (And Why We're Sharing the Whole Playbook)

Most high earners are stuck paying 40% in taxes year after year, trading time for money, and wondering if there's actually another way. There is. We know because we

Finding the Right Property Is Just the First 10% (The Full Blueprint for a 90th Percentile STR)

Most STR investors spend months finding the perfect market and the perfect property. Then they buy something "turnkey," take their own photos, skip the specialist designe

Stop Using AI as a Better Google (3 Ways It Actually Makes You Money in STR)

Most people using AI like a search engine are leaving serious money on the table. If you're typing one-off questions on a free plan and calling it a day, you're

We Wasted Time on a Real Estate License (The 100-Hour Strategy for W-2 Couples)

Most high-income couples assume getting a real estate license is the shortcut to real estate tax benefits. We made that exact mistake in 2018, and it cost us years of goi

The Empty Nester Problem Nobody Talks About (Identity, Marriage, and $1.5M in Tax Savings)

Most couples don't realize the empty nester transition is three separate problems, not one. And most of them hit all three at the same time, completely unprepared.

How Our 8 STRs Let Us Live in Taiwan for 7 Weeks (And Why the Money Was Never the Point)

Most people building passive income are chasing a number. We were chasing something else entirely. In this episode, Michael and Liz sit down together from Taipei, Taiwan

How One STR Property Can Save $370K in Taxes (And Why We're Never Selling It)

Most investors think the endgame is to buy, hold, and eventually sell. But selling might be the most expensive decision you ever make. In this episode, Michael and Liz s

The Skill Corporate America Punishes That Real Estate Rewards

Corporate America trained you to be guarded, competitive, and quiet. That mindset will keep you stuck in real estate. In this episode, I sit down with my co-founder and

Productivity Isn't About Doing More (It's About What You Stop Doing)

Most people think being productive means doing more, working faster, or squeezing in one more task. That's not how we do it. In this episode, I sit down with Liz to

$220K in Taxes Saved From One Purchase (The STR Formula Even Real Estate Attorneys Miss)

Most people think owning Hamptons real estate means success. Ann Marie Folan had two properties there and was still throwing cash at them every month just to keep the lig

REPS vs. the STR Tax Loophole: The $25,000 Mistake We Made (And How to Avoid It)

Most W2 earners think REPS and the STR tax loophole are the same thing. They are not, and confusing the two could be costing you tens of thousands of dollars a year. In

100% Bonus Depreciation Is Back Permanently (And Most High-Income Professionals Still Don't Know It)

For years, high-income professionals watched the STR tax loophole phase out and assumed it was gone for good. It's not. And the window to act is open right now. In

There Is No Perfect Time to Buy (And Why Waiting Is the Most Expensive Mistake STR Investors Make)

You've done the research. You've looked at the markets. You've run the numbers. So why haven't you bought yet? In this episode, Michael and Liz break

The Real Cost of Doing Your STR Journey Alone (And the 4 Phases Where Most Investors Get It Wrong)

Most high-income professionals think they can figure out short-term rental investing on their own. The cost of that assumption is higher than you think. In this episode,

From $180K Tax Bill to $110K Refund: What 9 Months in the Program Actually Looks Like

From $180K Tax Bill to $110K Refund: What 9 Months in the Program Actually Looks Like Most high-income couples know they're overpaying on taxes. Very few actually d

The Fear of Out-of-State Investing Is Costing You Six Figures in Tax Savings Every Year

You live in California. Or New York. Or any other high-cost, high-tax state where buying a short-term rental locally makes zero financial sense. So you do nothing. And ev

From Screwdrivers to Systems: Launching Property #8 (Lessons From Property #1)

We closed on property #8 last week. And the difference between then and now is not even close. In this episode, I sit down with Liz to walk through what the first week p

From Shoe Reseller to Real Estate Developer: How Rajan Chida Built Royal Oak Retreats at 23

Most 23-year-olds are figuring out their first job. Rajan Chida was turning down JP Morgan to build luxury cabins in Virginia. In this episode, I sit down with Rajan Chi

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

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