This is going to be BIG

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...

This is a Thingamabob—the main character in a children’s book that feels like it explains a lot about how startups think about their financials.

The most honest thing you can say about a formal advisor relationship is this:

It's a workaround.

When a founder tells me they need an advisor to open doors in an industry they don't know, or to fill in ...

“Too many secrets.”

I stopped making new investments out of my fund, but I’m still a gatekeeper of sorts. I run conferences like the Pre-Serie...