Behind the Stays

Confessions of a 25-Year-Old Real Estate Investor and Internet Entrepreneur — Meet Connor Gross


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Meet Connor Gross — an entrepreneur in his mid-twenties who is currently focused on building a portfolio of self-storage units across the state of Texas.

Connor graduated from Northeastern University in 2020.  As a part of a co-op program at Northeastern, he was able to spend a semester building his first start-up, Cardly, with his co-founder Giovanni, which was a snazzy looking credit card holder that attaches to the back of your iPhone.

After selling the start-up in early 2020, Connor began learning about real estate investing.  While the idea of investing in a short-term rental was attractive, in Connor’s mind, being responsible for a place where folks actually lived or vacationed was a bit too much of a headache.  So, he decided to start with self-storage. 

Tune in to an energetic, idea-producing conversation where Connor and I discuss:

  • How he convinced the host of a luxury Airbnb villa in Bali to let him stay in their home for free

  • How he founded, built, and sold his first e-commerce company

  • Why you’re never too young or too old to start your entrepreneurial journey

  • Connor’s hot takes on the future of travel and hospitality after living out of a suitcase for 2 years and traveling to more than 30 countries. 
  • This episode of Behind the Stays is brought to you by our friends at Touch Stay

    Touch Stay enables hosts to build beautiful, digital guidebooks in a matter of minutes…
     
    And enhances the guest experience by packaging your recommendations for coffee, wine bars, artisan bakeries, and Michelin star restaurants in a single online location. 
     
    Guests can access everything through a simple link — and yes, it works WITHOUT a wifi connection. 
     
    Touch Stay allows you to customize your guidebook to match your brand — pick the colors, fonts, and images that best align with your STR. 
     
    Learn more about a plethora of other features they have, and start your free trail at touchstay.com/bts(as in, Behind the Stays).
     
    If you liked this episode, you're going to love some of our other recent conversations:
     
    How She Built an Insta-Famous Airbnb — The Story Behind the Cozy Rock Cabin.
     
    She Left Her Law Career to Become a Hospitality Entrepreneur — Meet the Creator of Field and Lake
     
    How They’re Building Canada’s Premier Luxury Treehouse Company
     

    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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