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

EPISODE · May 22, 2026 · 25 MIN

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

from STR Like The Best · host Michael Chang

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 every year you wait, you leave six figures in tax savings on the table.In this episode, Michael and Liz break down exactly how they built a 30+ property STR portfolio worth $2.3M in annual revenue while managing everything remotely from New York City, and why out-of-state investing is not only possible, it's the smartest move high-income W2 earners can make right now.This is not a guest episode. This is 25 minutes of hard-won experience from two people who have done it, coached 30-40 California-based clients through it, and figured out every obstacle along the way.We break down:The mindset shift that unlocks everything, because if you believe you can't manage a property 2,000 miles away, you never will, and why that belief is costing you more than you thinkThe exact tech stack for remote management including smart locks, automated guest codes, $30 cameras from Amazon, noise monitors, and smart thermostats that let you run a property entirely from your phoneHow to hit your 100-hour material participation requirement while investing out of state, including the desktop work, vendor calls, guest communication, and setup coordination that count toward your hoursThe stay-at-home spouse advantage and why a married couple where one partner stays home is one of the most powerful setups for the STR tax loopholeHow to document your hours the right way, using smart lock entry codes per cleaner, camera logs, and access records that hold up if the IRS ever comes knockingWhy "we'll do everything for you" STR programs are a tax trap, and what actually happens three to four years later when the audit letter arrives and those people are long goneThe bottom line: The technology exists, the communities exist, and the strategy works. The only thing standing between you and six figures in annual tax savings is the belief that you have to live near your property to own it.LEARN MY STR INVESTING & STRATEGIES 🔥 https://strlikethebest.com/wealthpodApply to work with Michael: https://strlikethebest.com/applypodFollow Michael on Instagram: https://www.instagram.com/michaelchangbnbTrack your STR hours the right way. STR Tax Loophole is our time tracking app built specifically for short-term rental investors. Document your qualifying activities, maintain clean records, and simplify your STR tax qualification. Start your free trial at https://www.thestrtaxloophole.com/

Episode metadata supplied by the publisher feed · Published May 22, 2026

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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 every year you wait, you leave six figures in tax savings on the table. In this episode, Michael and Liz break down exactly how they built a 30+ property STR portfolio worth $2.3M in annual revenue while managing everything remotely from New York City, and why out-of-state investing is not only possible, it's the smartest move ...

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

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This episode was published on May 22, 2026.

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