On Paper a Bermudan rigged Proa with lifting rudders could go from a close reach to a broad reach. It would role up the head sail, probably head up till it's luffing, switch rudders (the lifting type) sheet the main in and head off then unfurl the new head sail.... BUT would it work on water??? Probably not, a single sail at mid ship will act like a windvane, so as you pull the sheets the hull would rather swing around the sail than the sail would swing round the hull....
Meaning, a boat that is not sailing, and a sail aloft stuck in the middle of a breeze, while you are pulling on sheets attempting to change sail angle to weather. What will truly happen is, the hull will turn as the sail stays oriented to the eye of the wind developing zero drive.
I have noticed how fast my boats turn around my sails when I'm not sailing, and that here is the problem, I think, in order to shift rudders and change sail angle, this boat must stop, since it's in water, a wind is blowing, I doubt it wont end up on a beam reach once you sheet the sail over.......
Thanks...
Some extra considerations when choosing from rig options.
I'm thinking that this might be minimized with a schooner because you could start with the downwind sail, which would tend to want to keep that end of the hull in the same orientation, but it would mean that there was a bit more skill experience needed to complete well.
The gibbons might have the edge here as the drag shifts to to correct end, and then forward thrust isn't applied until you're ready to get underway, but I needed to give this some more thought...