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Anyone who has been through an incubator has probably heard this line:

"Most of your companies will fail. And now that I've said that, you're all feeling sorry for everyone else in the room."

Honestly, I encourage my friends to take risks and try new things, even if I have inner doubts about their ability to pull it off. I do so because I think that trying something really, really hard improves you skill set -- even if you end up failing.

If a friend said, "I'm going to try and get into the Olympics!" would you tell them all the ways they're likely to fail? Or would you encourage them to try and achieve a dream? The key is not understating the risks; be both encouraging and honest.




I have never heard the line "most of your companies will fail" from anyone I know of in Y Combinator. Mostly because "fail" isn't really well defined -- even a mediocre startup is usually more interesting than a boring job. Even founding the next Instagram might be a failure for someone who really cares about medicine or space.




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