I've raced the Okumefest twice with my son who is now 12, and have therefore had to launch my 650 lb (unloaded) Norseboat essentially solo. The difficult part of the evolution is that you must start with everything stowed. This means you have to lift the boat and insert the boat rollers underneath. (As ZTH says, get the big yellow rollers from Duckworks if you are launchng a monohull.) Then launch the boat, and then stow the rollers before sailing away.
A 350 lb multihull will be much much easier to lift and place on rollers, not only because it is half the weight, but also because you need raise only one hull at a time.
It looks like Mother Nature took exception to that hard dodger/pilothouse. I can only imagine the noise and distraction that house made as it was being steadily torn apart; rolled up canvas flapping and tearing in the wind, waves and wind peeling the sides like a tin can. The hull and rig has seemed to take the forces ok, despite a shredded jib and the boom on deck. Between the sail area forward (jib) and pilothouse aft, this thing wasn't going to be easily managed by an average drogue. Can really see this boat getting rolled by an outsize wave in those conditions. Glad they are ok, and reportedly no one got hurt in the rescue. Amazing to think that Southern Ocean sailors revel in these conditions, and Pete Goss went to windward for 160 miles in a storm.
Allen. Be cool. Don't do it for the madding crowd on SA; do it for yourself, and give the app away, or sell it for a nominal amount on iTunes. It's really a great project either way. Like you said, it's a thought experiment, and valuable as such. Take Ockam and the rest down a peg if you can, or just enjoy the creation of something new.