STR Investing, The Podcast

Mastering the Guest Experience with Derek Gisriel

Taylor Jones & Mark Lumpkin Episode 29

What if your short-term rental could save you hundreds of thousands in taxes and generate serious cash flow? That’s exactly what happened to Derek Gisreal. In this episode of STR Investing, Derek shares how a single investment—originally just a tax strategy—became a full-fledged short-term rental business.

We cover:

  •  The tax loophole that saved him nearly $200K
  • How he tripled the revenue of an existing STR
  • Using a cash-out refi to scale faster
  • The power of personalized guest experiences—handwritten notes, welcome screens, and more
  • Partnering with developers to create STR-ready homes

Derek and his wife turned their passion for travel and design into a profitable STR business. Tune in to hear their journey and get practical tips to optimize your own rental!

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Episode Sponsored By:
STR Search

STR Search is the industry leading property finder service. They've helped investors acquire over 215 profitable STRs across the US. If you'd like the data professionals to help you find your next STR, reach out to STRsearch.com

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