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Re:Ask HN: What is the maximum number of YC rejections ever?... by GFischer on Wednesday October 25, 2017 @05:28PM (#15554448)
I have 2, I'm pretty sure plenty of people have me beat :).

I've read of people that were accepted on their 2nd or 3rd submission. I even think they have statistics on that.

Drew Houston / Dropbox is the most famous example.

Edit: this guy had 3 rejections and now got invited for an interview - https://news.ycombinator.com/item?id=15546643

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