No way. I'd think he's a clueless looser. Either he cannot figure out something that's blindingly obvious (his GF earns a lot of $$$... Doing what job?), or he's bitten off way more than he can chew (hooks up with a GF with demanding spending habits that he cannot support, so is forced to let her continue selling her body).
The worst part about the latter, where he knows that she's still working, is it sort of makes him into the same position as a pimp. He may not be making money out her prostitution, but he's needing to spend less of his money to continue in the relationship, assuming her spending habits stay the same.