I will never understand why men will make a point of telling me they're "successful" or "professional" in the context of seeking casual sex. I'm not going to see any of it (not that I want to), so why should I care?
The weird thing is that I don't think they're even implying they'd pay me. I think the money is just supposed to be a turn-on in its own right. Men like boobies and women like dollars, right? When I hear about a guy who has lots of big turgid throbbing dollars, I'm supposed to get all sweaty and squirmy, I guess.
I guess there is some assurance that a guy who's successful professionally might have better social skills than a guy who lives in Mom's basement. Telling me about your money seems like a pretty indirect (and un-social-skilled) way of communicating that, though.
I don't really go for penis length either, but at least the guys who email me about their ten-inchers have some idea of what they're actually offering me.