The Discomfort Zone

discomfort zone

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. […] Read On…

How I’ve Lived Off My Ideas (sort of) For 20 Years

lived off my ideas

[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 […] Read On…

And Then I Made My First Million (Only To Lose It Later)

first million

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 […] Read On…

The 5 Biggest Assumptions I’ve Made About Business

business assumptions

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 […] Read On…