Jake,
It is the same principle as a waterstart on a sailboard type boat. The only difficulty is keeping the turned over boat pointed into the wind so that the mast is perpendicular to the wind.
The drag chute will take care of this job. When the leech of the mainsail is pushed down toward the water, the sail fills and the lift created by the mainsail rights the boat. Now one person can right the boat. When the boat comes up, the sails are immediately luffing and the boat stays with the bows pointed into the wind as long as the drag chute is out.
Bill