High class hot is the worst hot. One can only pray for those type of women to go slumming it.

And he even thinks that as a fairly independently wealthy man.

He used to work for a major firm before he started his own smaller one, because he realized they were dealing with some scummy people and also they were blocking him from getting promoted for the sake of people that came from ~money~.

So he'd have the credentials of having worked for a big name but also the history of having quit it. He might have to do the "please pay attention to my kind-of-small firm" at her.