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Struggling to choose between two great Airbnb properties? You're not alone. I'm breaking down the exact decision-making process I use when I’ve got two top contenders. One’s a private beach townhouse with insane VRBO upside. The other’s a mountain property with built-in wedding venue income and big tax advantages. I walk you through how I analyze cash flow, appreciation, and bonus depreciation—plus what tools I use to run the numbers the right way.
00:00 – When Even I Can’t Decide on a Property
01:12 – Beach vs. Mountain: The Two Properties I’m Torn Between
03:00 – This Beach Property Has a Secret Advantage Most Miss
05:05 – $110K in Passive Income? The Mountain Property’s Wildcard
07:18 – Which One Wins on Cash Flow (And Which One Doesn’t)
09:04 – How Appreciation Could Flip the Decision
11:22 – The Hidden Tax Play Most Investors Ignore
13:05 – My Framework for Underwriting a Property
15:10 – Why I Don’t Start With a Pro Forma (And What I Do First)
17:28 – The Real Secret to Making Smarter STR Investment Calls
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