Behind the Stays

Building the Prequel to Airbnb: Jeremy Gall on the Story of Flipkey and the Foundation of Breezeway


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Meet Jeremy Gall, Founder & CEO of Breezeway  — the leading property care, operations and messaging platform for hospitality entrepreneurs.

Growing up, Jermey wanted to be a professional basketball player. And while he never made it into the NBA, he did make it into Law School.

But Jeremy’s professional career as an attorney wouldn’t last long because he was bit by that sneaky, but ever so enticing, entrepreneurial bug.

Tune into hear the exciting story of how Jeremy co-founded and built Flipkey, the first online marketplace for vacation rentals, which was ultimately acquired by Trip Advisor, why he built Breezeway, the industry’s leading operations hub, and the opportunity he sees for other hospitality innovators and entrepreneurs over the next 5 years.

Learn more about Breezeway

Connect with Jeremy on LinkedIn

This episode is brought to you by Summer

Summer takes the headache out of owning a vacation rental by taking care of sourcing, designing, furnishing and managing your home.

What makes Summer especially unique is the pathway to ownership that they offer — think of this as an option to “try before you actually buy an Airbnb” 

Here’s how Summer’s Gradual Ownership model works:

  1. You work with Summer to find the perfect vacation rental — one that’s in a market that you want to vacation to and also in a market that makes sense for a vacation rental.

  • Summer guides you through the whole discernment process of where, when and what kind of home to buy.

  • When you find the right home, put down a downpayment of 15+% but Summer buys the home for you and holds it for up to two years — during this time you can buy back the home from them any time you are ready or, after the two year period you can decide you DON’T want the home and get a full refund of your down payment.

  • Also, Summer covers all of the closing costs and fees for the upfront purchase on the home, as well as furnishing and design. This means you pay far less out of pocket than you would if you bought the home yourself from day one.
  • So if you’ve been looking for a way to beta test the whole Airbnb game, this is your sign. Go and chat with my new friends at Summer and tell them that Zach from Behind the Stays sent you there way.

    Have you signed up for Ping yet?

    Ping makes it easy for guests to be notified when their favorite Airbnbs become available — and it's the secret tool the best Airbnb hosts use to maximize bookings.

    Sign up today at bnbping.com

    About the Show

    Behind the Stays is brought to you twice a week by Sponstayneous — a free, biweekly newsletter that brings subscribers the best last-minute deals and upcoming steals on Airbnb.  

    You can subscribe, for free, at www.sponstayneous.com

    Behind the Stays is hosted by Zach Busekrus, co-founder of Sponstayneous, you can connect with him on Twitter at @zboozee.

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    Behind the StaysBy Zach Busekrus

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