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Kai Andrew on Land Hacking, Unique Stays, and the Real ROI of Short-Term Rentals

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Manage episode 490583283 series 3588679
Content provided by Zeke Freeman. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Zeke Freeman or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

In this episode of The Radical Hospitality Show, host Zeke Freeman sits down with real estate investor, developer, and unconventional short-term rental expert Kai Andrew. Known for his deep-dive content on YouTube and Instagram, Kai shares how he transitioned from traditional rentals to pioneering some of the most unique and high-performing short-term rental properties on the market—from shipping containers and domes to landscape hotels and RV pads.

Kai walks us through his first "land hack" project, how he finances builds with creative strategies like HELOCs and refinancing, and why understanding your demographic is more valuable than blindly chasing turnkey properties. This episode is packed with tactical insights on development strategy, burn rate budgeting, design ROI, and how to scale at your own pace—whether you're a fast mover or a slow-and-steady type.

You’ll learn:

  • Why building for a targeted guest experience beats going “turnkey”
  • The real difference between long-term vs. short-term rental ROI
  • How Kai evaluates project payback periods and breakeven margins
  • What investors need to consider for profitable land-based STRs
  • Why trades knowledge and being hands-on still matters in 2025
  • How to make small design moves that drive BIG revenue returns

Whether you're a beginner or an experienced STR developer, Kai’s practical advice will challenge the way you think about hospitality, real estate investing, and building long-term wealth with intentionality.

Connect with Kai Andrew:

Connect with Zeke Freeman:
Instagram: @zekefreeman_rootarchitecture and @rootarchitecture
YouTube: @rootarchitecture
Facebook: @RootArchitectureandDevelopment
LinkedIn: Zeke Freeman
X/Twitter: @zfreemanroot
Ready to get started with your hospitality project?
https://root-ad.com/
Get in Touch: Stay connected with the Radical Hospitality podcast for more episodes exploring the intersection of architecture, design, and unforgettable guest experiences.
Follow, Rate & Review:
If you enjoyed this episode, please subscribe, leave a review, and share it with your network! Your support helps us continue delivering conversations with industry leaders redefining hospitality.

  continue reading

41 episodes

Artwork
iconShare
 
Manage episode 490583283 series 3588679
Content provided by Zeke Freeman. All podcast content including episodes, graphics, and podcast descriptions are uploaded and provided directly by Zeke Freeman or their podcast platform partner. If you believe someone is using your copyrighted work without your permission, you can follow the process outlined here https://podcastplayer.com/legal.

In this episode of The Radical Hospitality Show, host Zeke Freeman sits down with real estate investor, developer, and unconventional short-term rental expert Kai Andrew. Known for his deep-dive content on YouTube and Instagram, Kai shares how he transitioned from traditional rentals to pioneering some of the most unique and high-performing short-term rental properties on the market—from shipping containers and domes to landscape hotels and RV pads.

Kai walks us through his first "land hack" project, how he finances builds with creative strategies like HELOCs and refinancing, and why understanding your demographic is more valuable than blindly chasing turnkey properties. This episode is packed with tactical insights on development strategy, burn rate budgeting, design ROI, and how to scale at your own pace—whether you're a fast mover or a slow-and-steady type.

You’ll learn:

  • Why building for a targeted guest experience beats going “turnkey”
  • The real difference between long-term vs. short-term rental ROI
  • How Kai evaluates project payback periods and breakeven margins
  • What investors need to consider for profitable land-based STRs
  • Why trades knowledge and being hands-on still matters in 2025
  • How to make small design moves that drive BIG revenue returns

Whether you're a beginner or an experienced STR developer, Kai’s practical advice will challenge the way you think about hospitality, real estate investing, and building long-term wealth with intentionality.

Connect with Kai Andrew:

Connect with Zeke Freeman:
Instagram: @zekefreeman_rootarchitecture and @rootarchitecture
YouTube: @rootarchitecture
Facebook: @RootArchitectureandDevelopment
LinkedIn: Zeke Freeman
X/Twitter: @zfreemanroot
Ready to get started with your hospitality project?
https://root-ad.com/
Get in Touch: Stay connected with the Radical Hospitality podcast for more episodes exploring the intersection of architecture, design, and unforgettable guest experiences.
Follow, Rate & Review:
If you enjoyed this episode, please subscribe, leave a review, and share it with your network! Your support helps us continue delivering conversations with industry leaders redefining hospitality.

  continue reading

41 episodes

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