lmaoooo i love that description! dimitri is probably a burned hufflepuff, now slytherin. or idk, lawful evil with sporadic bursts of chaotic good? so maybe dimitri caught your guy in the middle of a sporadic good burst, and decided to do something nice for once. ("nice" is not his thing. murder is his thing.) he's 130ish, doesn't have almost anybody left that he cares about, is a... let's go with freelance vampire enforcer and former soldier. they might not have a lot in common at first, beyond being relatively quiet and loners, but if he saw your guy alone at the bar too much after being recently turned, he'd certainly check in to see if there was any murder he ought to be doing.