The concept of an automatic inflation chicken float attached to a square top main and shaped as a winglet has been discussed a couple of years ago in this forum.

The idea was to improve safety and the challenge remains the same: how to maintain or improve performance through the winglet shape, given the losses due to more weight in a bad place (high).

If my memory doesn't fail, the chosen inflation system was a paintball gas cartridge and the winglet-float would be attached to the sail instead of the mast to facilitate maintenance.

Luiz