This doesn't strike me as try hard. Let's for a second set aside the normal rush to beat a man up for wanting to meet girls and get laid. Given the loaded gun any female has these days with regards a famous athlete (and having seen "Gone Girl") this isn't a bad way to go about meeting women. Especially if he's actually not just looking for a hookup but a woman who would make a good wife.
They have to RSVP via so form of social media so he can screen them for any number of things.
He then has an internet record of what he's told these women to cover his backside.
He will undoubtedly get a large number of replies so he can fill the event with enough witnesses and staff to avoid "he said/she said" situations to some degree.
And if like you he is bad with women this might create a situation where he can mitigate that to some degree. Being a millionaire doesn't make you good with women. Being bad with women and a millionaire is more or less making yourself a target for the worst sorts of women.
Anyone wanting to beat this guy up over this is man-bashing in my opinion.