I always avoided women that couldn't manage their finances. From my experiences unless there is some baggage involved, rich guys marry rich girls and vice versa and I grew up with a lot of trust fund babies that support this view. Many fairly wealthy women that I have known for over 40 years never married because they didn't find men that met their expectations. The same can be said about many men that I know that are still single and never married. They even run background checks before they even consider dating anyone. They seem to be happy I guess.
As for the advice I gave the OP, Downtown West Palm Beach demographics are pretty much what he is looking for single professional women. At Publix, the only supermarket downtown, I bump into all kinds of women who are very talkative. They approach me and start talking and I'm married and not interested but polite with them. In any case, the fit women are usually in the produce section, the party type are in the wine and beer section, and if you're a chubby chaser, there are a lot lining up usually at the deli counter waiting to buy fried chicken or wings.