I think the main point of the question which was asked, is it legal for a parachutist to go through complete cloud cover ? somewhere without any holes for visibility ?
I could be dawdling along in my new plastic fantastic 1000 feet below the cloud base and all the sudden some parachutist breaks out of cloud and splatters across my windscreen.
I think this is the purpose of the question, are parachutists allowed to jump through complete cloud cover with no visibility of the ground or what is beneath them and would it be legal for the drop aircraft to fly up and down through this cloud layer knowing that his passengers cannot see the ground as soon as they depart be aircraft ?