[@CaptainManbeard]

Was thinking my fella is in his mid thirties, and for a while, was a nonnaffliated case. A contractor for whatever family wanted to use his services. A fence and a safe cracker would be perfect for a neutral party. Until maybe a few years ago when the Serpeverde family talked him into helping with silencing a "Rat" and to make sure  he didn't get pinched in the Auror investigation he joined up officially 

He's likely got maybe 9 to 12 years of experience. Having done this since his late 20s.

It's a specific experience, though, so it's not like he's a super experienced gangster.