Yes, it's definitely not unusual for ex-players for to stay at the club in a role close to the team, effectively working as an assistant to the DOF and later on stepping up into that role. Point is, if that's the case they are often effectively nurtured to grow into that role, they aren't thrown in it without preparation.
Which btw is a reason why "jobs for the boys" is not always a bad thing. If they have talent and interest in such roles, why shouldn't they go for it? They at least already know their workplace, and if they work their way up through the ranks and deserve their promotions, there is nothing wrong about it. IF.