Haystack

“There's so much money in seed that the boiling point is that it goes from becoming a market-based game to a relationship game, and a lot of people can't make that transition.”

“I've been unsuccessful in raising my target for every fund.”

“I tried to raise five, and I could only raise one.”

“I keep a very tight network of about 80 seed investors, angels that I know, larger VCs, and kind of executives at companies that I've all Invested with in some way or worked with in some way, and if there's ever room in any of the companies that I'm investing …”

“When I raised my first, second fund, I just went to people I knew, like founders I've backed, VCs that I worked for, and would literally be collecting 10 K checks, 25 K checks. You know, still took some 10 K checks on this fund from people I know.”

“I'm sort of the paranoid belief that in any vehicle, if you have over forty million dollars, you have to be so laser focused on ownership, regardless of how many GPs you have, in order to have a really good fund.”

“Fund one was 25 K checks, Fund two was 50 and a hundred K checks with a couple of 200. Fund three was a hundred to two 50 K checks with a couple of six, four to 600 checks. And then fund four, which we're just closing up has been around 500 K checks, give or t…”

“When we all invest so early, the outcomes are completely random, they're completely unknown, and so we have to kind of take a cohort basis. And what you have now is especially in the Bay Area, such a free flow of capital and a loosening of norms around how fun…”

“I decided in fund four, Harry, we don't really announce the investments, and it's an interesting topic. What happened in the first three funds is, I think, partly because we were successful in finding good companies early, and there was a good rate of series A…”

“Disclosed fund five a few months ago. We haven't opened it yet. It's going to be a fifty million dollar vehicle. You know, I told everyone, and I hope you can hold me accountable to this, Harry. You know, it'll be at least a three-year fund”

“And what happened was, is that I loved doing those initial small funds. They were just very small, one million dollars, 3.2 million dollars.”

“If we tried to lead everything, we would lower the I think the quality of the portfolio that we're in.”

“We've been able to get close to seven percent initial entry ownership in the last two funds.”

“And so I think Fred has been on the record of just saying like, they just, you know, do a standard two and 20 on every fund. So I haven't really Seeing the need to deviate from that.”

“If you look over the last three years we've maybe led, you know, 10 deals. Ten-ish.”

“I would say we stop around five percent. So if you look, yeah. So if you look at like what we tell the entrepreneur is like, look, we're trying to own five and 10% to start. We want to earn the right to maintain that over a few rounds, right? And we'll never o…”

“What I kind of concluded over that time and what I told our LPs is that for the seed market I felt like the thing we could promise is 24 to 30 month deployments. And then doing, doing new, new funds. And I would say that since we last spoke, I would say it's c…”

“I think it was like the 25 K turned into something like 30, thirty five million bucks.”

“Well, remember the first four, I was never able to reach the target of what We wanted to raise. So there were always underwhelming in that sense”

“If you look at the activity of all the deals over, over 10 years, I would say there's like a tight clustering between eight and fifteen million dollars as the entry point and the rounds being, you know, three million dollars or less.”

“Over the last 10 years, just simply because of inflation, those are all doubled, you know?”

“If I had a hundred, fifty million dollar fund, that whole collaboration layer of how we work would change, which would then set off a chain reaction of how the deal flow would change and how we would have to operate with the companies would change.”

“I've blocked two LPs from investing in, in future funds.”

“Our next funds, by the way, will modestly grow, but I still think, you know, for what we do, it's gotta be under a hundred million dollars.”

“So the good thing about all of this is that we have like five to 10% positions in, in three or four, like really amazing companies that all could be public actually at some point.”

“Second answer, I would say tied for, you know, my favorite seed fund has gotta be Haystack. I'm just a huge fan of Samil and Divya and the work they do. It's an incredible fund. Obviously, they've produced some generational outcomes.”