What is it like to be rejected by Y Combinator?

Originally posted on Quora on Sep 19th, 2014.

I applied six times between 2005 and 2010, before getting in the seventh. Someone on Hacker News once called it winning the Oscar of Rejections. I can’t say I’m particularly proud of that distinction, as I’d rather be successful. That said, the lessons are more apparent when you fail, compared to when you succeed. I wrote about it in the form of advice for people applying to YC.

So as for what it feels like. The first couple of times, it felt like disappointment and a huge letdown. At the time, I wasn’t sure what they were even looking for, but maybe we got it. So after sending the application in, it had all the tension and melodrama of gambling: the ball is spinning around the roulette wheel waiting to land on your number.

After a while, I started to figure out what they were looking for, and subsequent rejections were not disappointing, but felt expected. When I finally got it, it was a little unsurprising. We have done more to prepare and shore up our chances much more than any other time–though it was no guarantee.

Nowadays, I feel if you’ve been rejected by anything, all you do is keep working. Sometimes, it’s a blessing in disguise. If you’re not at the right stage in your own development as an entrepreneur, even if you get in, you won’t be able to properly leverage YC to build a successful company. Other times, you’re overlooked, but don’t take it personally. Mistakes happen. Keep on working. Get to be so good they can’t ignore you.

I read somewhere about how it feels for athletes to win a championship game, rather than feeling like a fluke of high performance, like it seems in the movies, it feels rather like an execution of a habit. That’s probably what it should feel like.