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Living Out Hospitality: Lessons from a $250M Entrepreneur

  • Isaac French
  • 4 November 2024
  • 1 minute read
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image

“Build it, [I’ll add: share it], and they’ll come!”

After a fun (but exhausting) 24 hours in Deary, I flew down to Boise, and Nathan invited me over.

I arrived at his unpretentious farmhouse just in time for a hearty family breakfast. Nathan, Hillary, and their three boys live on a spacious 9-acre homestead alive with chickens, goats, and gardens they’ve cultivated over the past seven years—a true labor of love. (Not where you’d expect a tech CEO worth hundreds of million to live).

So how did I meet Nathan, and who is he?

In June 2022, I had no social media presence, newsletter, or email knowledge.

I’d just opened Live Oak Lake, which was gaining traction with social reach and direct bookings. Some random guy (@thesamparr) texted me one day. I told him about my business, and a few hours later, he tweeted about it.

Just minutes after Sam’s tweet, I got a phone call from an unknown number. The caller was genuinely interested in STRs and impressed by what I was doing. He told me he ran an email software company and wanted to stay in touch. His name was Nathan Barry.

The U.S. remains most powerful travel market, finds WTTC study
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The U.S. remains most powerful travel market, finds WTTC study

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