Tell HN: Winners of Apply HN for YC Fellowship 3

A word about why Pinboard is not included. We spent a long time thinking about this, since the original application did sound trollish, but comments like https://news.ycombinator.com/item?id=11442027, https://news.ycombinator.com/item?id=11590386, and https://news.ycombinator.com/item?id=11590315 made us think it was also serious. Had we thought it was merely a joke, of course we'd have disqualified it. We'd referred to that as the Boaty McBoatface scenario when planning the experiment and deliberately included a measure of moderator review as a way of filtering such applications out. But we wanted to give the benefit of the doubt. We like Maciej's writing as much as the rest of HN does, think Pinboard is a fine company, and Kevin was excited by the prospect of working with it. So we decided to include it in the runoff, knowing that its pre-existing popularity would probably make it a winner. That last part isn't necessarily a bad thing; popularity is a good property for a founder and company to have.

But then two things happened. First, Kevin and Maciej had the good-faith conversation described at https://news.ycombinator.com/item?id=11441978, and Kevin reluctantly concluded that Maciej doesn’t want to participate in the program as intended. I don't know the details and can't speak for Kevin, but that's his call to make as the partner who runs YCF, and I know he hoped and expected it to go the other way. Getting into a YC batch isn't a cash prize—it's a close working relationship, and that's something that has to be right on both sides or it won't work. Both Kevin and I wanted it to work (if we hadn't, we'd simply have dropped Pinboard from the runoff and said why), and I felt sure that a good-faith conversation would be enough to bridge any remaining gap. It turned not to be, which is disappointing.

Second, we found evidence of vote brigading, something we'd disqualify others for. I don't believe that Maciej organized a voting ring (actually I don't believe he'd give it a second's thought), but when we dug into the data we found that the votes for Pinboard look dramatically different from the votes for the other startups. I presume this is the effect of Pinboard's (deservedly) large audience being asked to promote the post, e.g. at https://twitter.com/Pinboard/status/727255170594131968 and https://twitter.com/Pinboard/status/719599297604390912. We didn't know about those links earlier; we only found out about them from user complaints after the runoff was posted. But we would and did disqualify people for soliciting votes on a small scale, so it wouldn't be right to allow soliciting them on a large one.

We're sad about this. As I said, Kevin and I both really wanted it to work--I thought it would be good for HN and Kevin admires Pinboard. We also appreciate that humor and irony and "a variety of publicity stunts" (https://news.ycombinator.com/item?id=11443463) are Maciej's style, and he was simply practicing it. That part is not a problem--as readers, we enjoy it too, and creative cleverness has always been prized on HN. I both take Maciej at his word that he wasn't trolling and Kevin at his word that he tried to find a way to accept Pinboard into YCF and in the end just couldn't.

We're going to have a community discussion about things that didn't go so well with this first Apply HN experiment, but I'm not sure I'd put this in that category. I'm glad that we chose to believe the serious parts of what Maciej posted. I think it was the right call, I still believe them, and under similar circumstances would do the same again. It's not always easy to tell the joking bits apart from the serious bits, but that goes with the territory.

Regarding Pinboard, the simple answer is he won the votes, he won the poll, but he made me feel uncomfortable in the end. I went into my good-faith phone call with him very much wanting this to work out and I was disappointed to come out of it tense and with less energy than when I went in. It’s touchy feely, I know, but the truth.

The thing with YC is startups can’t do the program in a vacuum. Even with the remote nature of the Fellowship, the founders affect the partners they work with and the other founders they work alongside, both in their batch and among the alumni community. We made the decision to call all the startups we’d consider taking on through Apply HN and make a decision on fit. I know that’s changing the rules at the last second, but we didn’t realize this until Pinboard entered the fray. I'm actually grateful for the head's up. Like all our experiments at YC, we design them to adapt as things happen, and they certainly did here.

I made the same phone calls with the other founders and they felt completely different. I wasn’t looking for gratitude or devotion or deference. My minimum was connection, my ideal was simpatico—evidence that I could spend a lot of time with the founder, which is what’s needed to make this relationship work well. Unfortunately, I couldn’t find a good rapport with Maciej. Regardless of the vote situation, I’d make the same decision.

Maciej is clearly brilliant and quite witty and knows how to build and direct a passionate following. Pinboard is unique and I’m glad it exists. More opinionated software should exist in the world. Even though we couldn’t find rapport together, I sincerely wish him and his startup the very best.

"Pay the man his money"

Is what I would say.