This is going to be BIG

Some of the best operators I know are terrible in their own board meetings. On the other hand, I know quite a few founders better at smooth talking their boards than they are at actually executing.

That sounds like a contradiction. It isn't....

The first check I ever wrote into Edward Woodford of ZeroHash went into a company that doesn't exist anymore. He was building an exchange for alternative commodities, futures on markets where some weird regulatory friction had scared everyone else off. My favorite artifact of t...

If you’re old enough to know the title reference and the image, please make sure you’re signed up for your regular colonoscopy.

“I respect you enough to believe that you should have a really high bar for your own perso...

I can't remember the last time I went through a drive-thru window. I'm not sure I ever have, to be honest. I’ve never had a non-NYC address and I normally walk to the restaurants near me. So when a founder spends the first ten pages of a deck walking me through the suburban dri...

Everyday, throngs of mostly junior investors join deal flow calls--regularly scheduled check-ins to "compare notes" on what's out there and being considered.

It's a careful dance. You want good deals back, but you don't want to give away mos...