I know Osric is a tool and a suck up and a water-fly. But I also think Hamlet is being kind of a dick. Like – who has more power – a prince or a landowner? I mean. Hamlet is abusing his authority a bit just because he’s not a fan of this guy. But he’s punching down, really.
It helps if Osric is played by someone who we want to see taken down a peg. It helps if we want to see Hamlet put him in his place.
On paper, though, I find myself sympathetic to him. He has no other recourse but to suck up to authority. He doesn’t really have any.