Blog Category: Money

I met a girl in an elevator and asked her out on a date. This was between marriages. The first thing she asked me on our date was, “How much are you worth?” I had made and lost millions but nobody knew at that time what I had. I lied. I said, “$1 million.” But […]

I had to go to the bathroom or I would s**t my pants. But I was stuck in a meeting. And what if I ran into my boss? Would he be in the next stall? Would we wait afterwards to see who would leave first after making all of those embarrassing sounds? I ran out […]

In August of 2017, when Bitcoin was at $3,500, I went on CNBC and said Bitcoin would be worth $1 million. Then I spent about $60 million on ads. (Note: I don’t know the exact number. This is a total guess.) Bitcoin today is at $11,000. It’s not at $1 million. Not yet (see below). […]

I had no business experience at all. My job was to go out at 3 a.m. once a week and interview people: “What are you up to at 3 a.m.?” I did that for four years. Once a week I’d put up the best interviews for that week on the HBO website. It was a […]

I was so happy. In 1995. I was pre-ambition. I’d get into work at 10 a.m. Sneak out around 4 p.m. I had a one-room apartment and my only piece of furniture was a foam mattress. It was summer and I had no air conditioning. I had no sheets for the mattress. So by morning […]

This is what happened. The guy got a $10 million offer for his business, which was a mental health facility for teenage drug addicts. He had nothing in the bank. “Should I take it?” he asked me. Maybe I owned a small part of the mental health facility. I said, “Don’t take $10 million. Let […]

Is it bad I wanted to have sex with my real estate agent? It was 1999. I had a ton of money for the first time in my life and I wanted to buy an amazing apartment. Just a year earlier, I had $0. I had college debt. But I was happy with zero. Every […]