Greetings,
Frank & Ward, the AS39 is a brilliant work, the design parameters set by the Wises were successfully accomplished. It is a great proven liveaboard with periodic ocean passages safely made.
The high freeboard with high COG is not as seaworthy as the jubilee and if knocked down to 90 degrees would be more prone to stay on its side (Bolger took that into consideration and put in enough ballast to allow fast recovery),
if inverted to the 180 degree position because of high freeboard the AS39 would recover quickly but you have to remember again that a longer boats such as jubilee are more unstable upside down, if you look at the plan view for boat boats that will be obvious.
The gaff mast would be an ideal setup. Since boat boats have similar hull shape other than freeboard, it would be quick to measure water plane and size sails accordingly, but in order to keep costs low, good used marconi sails are more available and for that reason would be used instead.
The heavy gaff rig on AS39 almost becomes a cat rig because it so far forward, with jubilee the rig is more aft and has more bouyancy forward.
Going with the marconi rather than gaff is the real dilemma of this design.
Interior arrangements such as double working desks and small head area are not needed. Exterior engine exposed to swamping, the hole for the tabernacle, very high cockpit would be negatives for seaworthiness.