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May 13, 2025 33 mins

This episode is brought to you by StayFi — the easiest way to grow your direct bookings! ⁠Visit stayfi.com/bill and use code "BILL" for an exclusive 50% off your first three months.

In this episode, Bill sits down with the legendary Avery Carl, CEO of The Short Term Shop and one of the top-selling STR agents in the country, to talk all things vacation markets, lowball offers, and smart investing in a high-interest economy.

From scoring a $1.275M home on 30A for just $815K to breaking down why luxury STRs are struggling while one-bedrooms in the Smokies are thriving, Avery holds nothing back.

🔑 Topics Covered:

  • Why the Emerald Coast is flooded with inventory—and how to use that to your advantage
  • The exact strategy Avery used to buy deep in 30A
  • Why condos are dead and one-bedrooms are thriving in the Smoky Mountains
  • The “Target-tier” property strategy Avery uses to weather any economy
  • How to structure deals for cash flow + appreciation + tax benefits
  • Why now is the best time in a decade to be a buyer
  • What to avoid if you’re tempted to sell
  • The real reasons behind Avery’s recent investments (and what she’s buying next)

Mentioned in this episode:

This episode is brought to you by StayFi — the easiest way to grow your direct bookings! ⁠ Visit stayfi.com/bill and use code "BILL" for an exclusive 50% off your first three months.

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