EPISODE · Feb 27, 2026 · 22 MIN
What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See
from STR Like The Best · host Michael Chang
What 19 STR Properties Taught Me About Finding Deals Nobody Else Can SeeMost STR investors buy based on what their realtor tells them, what a random listing looks like, or what their gut says. And then they wonder why the numbers never hit the projection.In this episode, I sit down with Jeremy Werden, co-founder of BNBCalc, to break down how data-driven underwriting separates the investors who build real wealth from the ones who just get lucky once.Jeremy started with a $5,600 pontoon boat at 23 years old with no credit and no cash. Today he operates 19 STR listings across multiple states and built one of the most widely used underwriting tools in the industry. This conversation is packed with the kind of hard-won insight you only get from someone who has actually done it at scale.We break down:Why your realtor's projections are almost always wrong and what to use instead to underwrite a property in 25 secondsThe 50-comp framework BNBCalc uses to show you exactly where your property stacks up against the competitionWhy defensibility is the most overlooked factor when buying an STR and the costly Florida mistake that proved itHow to reverse engineer what top operators are doing to find markets and properties with a real edgeWhy the STR tax loophole is only powerful if you buy the right property and hold it for the long termWhat the new BNBCalc markets tool does and why it changes how investors identify opportunities before anyone elseThe bottom line: the investors winning right now are not smarter than you. They just have better data and they know how to use 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/
What this episode covers
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 listing looks like, or what their gut says. And then they wonder why the numbers never hit the projection. In this episode, I sit down with Jeremy Werden, co-founder of BNBCalc, to break down how data-driven underwriting separates the investors who build real wealth from the ones who just get lucky once. Jeremy started with a $5,600 pontoon boat...
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What 19 STR Properties Taught Me About Finding Deals Nobody Else Can See
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