I started a boutique hotel company when I was 26 and, after 24 years as CEO, sold it at the bottom of the Great Recession, not knowing what was next.
That’s when Airbnb came calling. In early 2013 cofounder and CEO Brian Chesky approached me after reading my book Peak: How Great Companies Get Their Mojo from Maslow. He and his two Millennial cofounders wanted me to help turn their growing tech startup into an international giant, as their Head of Global Hospitality and Strategy. Sounded good.
But I was an “old-school” hotel guy and had never used Airbnb. I didn’t even have the Uber app on my phone. I was 52 years old, I’d never worked in a tech company, I didn’t code, I was twice the age of the average Airbnb employee, and, after running my own company for well over two decades, I’d be reporting to a smart guy 21 years my junior. I was a little intimidated. But I took the job.