He said that he answered the questions honestly and didn't lie on his profile. It was merely a matter of exploiting OKCupid's algorithms to get himself recommended to women he liked. And he was quite successful; How many men get 20 unsolicited messages a day or easily get 88 dates with attractive women.

You suggest he should just trust OKCupid's algorithms to find people, but that's assuming that their algorithms are good in the first place, and that there isn't much competition from other men doing the same thing.