Any situation that sets up something the controller has to watch is going to cause more workload. So even going high, it doesn't change the controllers workload and only marginally increases the safety of the situation. That is why we use visual separation because generally once the pilot accepts the visual separation and the other requirements are met, we can put that situation on the back burner. Not to say we stop watching it completely but it goes to the bottom of duty priorities.
LI don't know the airspace at all, but I imagine there is some sort of institutional reason for not going above with the helicopters, whether it be other traffic, or just operator preference, we don't have the whole picture here.