Enjoy the game and your billion $ too I suppose.
As far as dating goes maybe try for someone you consider marginally acceptable in appearance. Maybe she isn't great looking, but you share a lot of interests. You can work out the dating jitters and build some confidence. It's a date, not a binding contract.
I'm not suggesting you lower your standards, but rather suggesting that you don't overuse looks at the expense of other compatibilities in the selection criteria. I find that my level of attraction for a person is influenced heavily by who they are as a person. I'm not saying that you "don't qualify" for a very attractive woman (you're a quite handsome man), but I'm saying that being able to take a woman to a ballgame and have both of you really enjoy the experience is way more important to long term potential than whether she is "hot".