Let me see, he correctly guessed: Rick James, Maebara keiichi, Furude Rika, until i finally tricked him into confusing Sora with Roxas, and that because i completely forgot about Sora's hair color
Beat it (in terms of it not knowing) with Ben Ainslie, multiple olympic gold medalist for sailing so not as obscure as it could have been. It didn't get Ellen Macarthur despite her being in the database too. It's got everything else so far, though the number of times it asks "Is it female" then "is it an adult male" or similar is an obvious flaw in the coding.