The Wisdom Wall

“The worst are the people who, like, think that you have to, and they do, like, two weeks of founder dating, and, you know, then become equal partners. It's, it's horrible.”

“when you have very specific knowledge and expertise, you're not just asking, you are already exchanging. Even if they don't need your help right now, they're adding you as somebody that they might be able to reach to in the future”

“The challenge I think sometimes, especially when you're talking to, you know, teams that are two or three founders, is I really care about the dynamics between those founders, and sometimes it's harder to read those across three different Zoom windows than it is when they're all in the same room together.”

“It can often feel like free money until it converts, and then you're trying to figure out all these notes with different caps, and different discount rates, and different interest accrued. Yeah. And, uh, all of a sudden you realize you sold off more of your company than you, than you thought.”

“I have a big belief that, uh, a good cold email, proof of being the type of entrepreneur who has, uh, developed something and even without funding, you know, has started to build a business, um, goes a long way in the mind of an investor.”

“I sometimes find that for these types of businesses, uh, late career or retired executives from industries that this might touch are fertile for, you know, angel type checks, even if they don't think of themselves as angel investors.”