The Revenue Expert Managing $125M Says You're Leaving 40% on the Table | Jasper Ribbers E74

The Revenue Expert Managing $125M Says You're Leaving 40% on the Table | Jasper Ribbers E74

From The Hotel Investor Playbook by Michael Russell

March 17, 2026 · 40 min

About this episode

Jasper Ribbers discusses his journey from Wall Street to managing a significant short-term rental portfolio and shares insights on profitable markets.

Jasper Ribbers went from trading equities on Wall Street to traveling to 100 countries as a digital nomad, funding it all from a single Airbnb apartment in Amsterdam. Today, he manages pricing strategy for over $125 million in annual short-term rental bookings and co-founded Freewyld, a micro-resort brand in Idyllwild, California that's pulling $190 RevPAR against a $97 market average. In this episode, Jasper reveals which STR markets worldwide are generating the best returns right now, why 9...

People in this episode

Host: Michael Russell

Guest: Jasper Ribbers

Topics covered

  • short-term rentals
  • pricing strategy
  • digital nomad
  • Airbnb
  • real estate investing
  • market analysis

Keywords

  • short-term rental
  • Airbnb
  • pricing strategy
  • digital nomad
  • real estate
  • market returns
  • RevPAR

Mentioned in this episode

Organizations: Freewyld

Places: Amsterdam, Idyllwild, California, Wall Street

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