RAYC in Auckland has a capstan style winch at the top of their ramp for pulling Flying 15s out of the water. Its a good idea because you can pull the cable/rope back down the beach without running the winch backwards or dragging it off the drum. Its a bad idea because every now and then someone ends up in hospital with badly damaged hands through inattention.

If the goal is to make using the ramp single handed then yes you'll need a remote as soemone needs to balance/steer the boat.

Wouldn't it be easier to just buy a A Cat?