The Rent Roll with Jay Parsons

EP#33 Jesse Stein | Can I Airbnb My Apartment?

May 8, 2025
Jesse Stein, Global Head of Real Estate at Airbnb, dives into the complex role of short-term rentals in the housing market. He discusses how Airbnb collaborates with apartment owners, enabling residents to offer their units for short stays. Jesse touches on the misconceptions surrounding short-term rentals and their potential positive impact on housing supply. The conversation also highlights Gen Z’s preference for amenity-rich rentals and addresses the pressing need for innovative housing solutions amidst rising rents.
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ANECDOTE

Jesse Stein's Sports Journey

  • Jesse Stein shares his journey from a D1 punter at Florida State to a brief NFL stint on Hard Knocks.
  • His NFL career was short but a fulfilling childhood dream, eventually leading him to real estate.
INSIGHT

Airbnb Ban Fails Housing Goals

  • Overregulating Airbnb won't lower rents or increase long-term housing supply.
  • More housing supply, not bans, is the true solution to housing crises.
ADVICE

Partnering With Apartments for STR

  • Allow renters to list units on Airbnb part-time with clear rules and shared revenue.
  • This partnership creates transparency, control, and a new amenity that attracts residents.
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