I feel like him rolling with the punches and letting the girls use him as a kind of punching bag on stream for humour took the edge off some of Phase's teething problems early on, and it's kind of just stuck for the better in my opinion. There was a period of time in the early days before they had proper talent managers where he was overseeing basically everything himself including things he was obviously out of his depth with (women's emotions, sad girl company etc.), and while we know they were butting heads behind the scenes, I feel like it would've got much uglier if he were a faceless businessman taking a more formal, by-the-book approach.
His image feels genuine since we hear more of both the good and bad about him from the talents, rather than promotional material or his own public appearances which are few and far between. It also means there's some kind of accountability, since people can put a face to any "management said no" letdown, although that's the kind of thing that'll probably die off over time as the company grows.