EDUCATION

I dropped out of “real” college to live out of a broken down box truck parked on some land in Hawaii.

WHY DID YOU JOIN THE ROSEDALE SOCIETY?

I joined the Rosedale Society because, deep down, I’m an elitist, and I like the idea of belonging to a private club. If you’re reading this, you are too, and I like that about you. We should have a drink sometime, and compare notes on how we’re better than everyone else. 

WHAT ARE YOU INSPIRED BY?

In my work, I’m inspired by The New Yorker, which built a local media brand that carries national (and even international) appeal. In my life, I’m inspired by Teddy Roosevelt, who had seemingly limitless energy; who chose to overcome his physical weakness at a time when that was unheard of; who had an unflinching sense of moral courage, and backed his words with actions, facing reputational and physical danger. The Rise of Theodore Roosevelt is a go-to whenever I feel low. As is Colonel Roosevelt by the same author. And as a man, I’m inspired by my father, who did not build The New Yorker, or hold offices anything like Roosevelt, and yet, is more impressive to me than both for the way he showed up every day. Quiet strength, good humor, extreme competence, and reliability.

PROFESSIONAL ACCOMPLISHMENTS

I’ve been lucky to do a lot in a relatively short career so far, including write for some of the world’s largest newsletters (The Hustle, and Trends), plus contribute meaningfully to the industry. After The Hustle was acquired, I went with the founder, Sam Parr, to help start his next company, Hampton, which is a peer group for high-growth founders. People in that role are incredibly isolated and under enormous amounts of pressure. It was really rewarding to see what happens when you bring them together and give them a group of people who understand.