Since the reputational downfall, Hammer spent a period selling timeshares in the Cayman Islands, which he called “the first desk job that I’ve ever had in my entire life.” “I was having the time of my life. I went to work every day, I enjoyed the people I was working with, I got to wear my little khaki pants and a polo shirt and sell timeshares. I loved it. Like, there’s no shame in it for me. I loved it,” he said.