Blog Category: Featured

I hate being nervous. But I am. I’m speaking in front of 1000 teenagers today for “Internapalooza”. This is how I like to spend my Sundays. I was a lazy, disrespectful teenager. I’m impressed with any kid who shows up to hear me talk on a Sunday afternoon. My life was a mess in my […]

Subway Stand Up My comfort zone was killing me. Doesn’t matter what age you are: 20 or 50 or 80: you improve and enjoy life when you dive into the deep end of the pool, swim for your life, and survive. YOU LIVE! Even for just one day. I’ve been trying to learn standup comedy. […]

[The picture is of me, this past Monday, going over my list of joke ideas right before going on stage to do some standup comedy at StandupNY on 78th and Broadway. 10 ideas a day works for anything.] Since 1997, I have 100% lived off of my ideas. Some years I was rich. Some years […]

There’s a lot of disgustingly bad books and articles about habits for millionaires. AWFUL. I won’t say the titles. I have a lot of respect for the authors even though they have written useless books. It’s hard to write a book. It takes a year out of your life while you do something totally unnatural […]

After starting about 20 businesses and being invested in about 30 more at this moment, I’ve probably seen most of what you can see. I’ve been on the boards of billion revenue companies and tiny startups. I’ve written about hundreds of companies. And you know what: I’m sick of it. I am sick and tired […]

When I threw out all of my belongings and started living in AirBnBs (I don’t own or rent), people say, “Ohh! That must be so freeing!”. I don’t know. I know when I see something I want to buy, I feel relief. I have an easy answer: I can’t buy it. It won’t fit into […]

In six months I’ll be 50 but I already know what I’ll regret. This is the cliche answer. “If anything had been different I wouldn’t be who I am today.” If I wanted to, I could put an “!” at the end of that sentence. Like what I am today is so great I’d never […]