"It's more about growing the pie than getting a larger share of the pie. And it's a binary outcome, either you hit or you don't. And a lot of ways to do that is using your cap table as leverage and really thinking about the composition of who's there and why, and what did they all bring."

"Is this a problem that exists and that's worth solving? Does the team have a right to play? Is there a reasonable business model? Have they thought critically about what they're doing, how they're going to make money? And then the last thing that's always at the back of my mind is, can we get venture scale returns from the entry point, from the valuation?"

"I only have so many bullets in my clip, and I only have so much airtime in IC. And so if you get me talking about what I'm seeing... that might be the thing where I'm gonna deprioritize other things and really fight for this one company."

"Dear Founders: I see you, it's tough. It's good that it's glamorous. Because if it wasn't, I don't think people would do it. Starting something is hard and then convincing VCs to fund it, it's hard. Kudos to everybody out there."