The recently hired, tailwheel endorsed, commercial pilot was acting as pilot-in-command and was accompanied by the chief pilot of a banner tow company. He was practicing touch and go landings in a tailwheel airplane. During the second landing, the airplane turned to the right soon after the tailwheel contacted the runway. The pilot attempted to maintain directional control, but was unable to prevent the airplane departing the runway. The airplane ground looped, the left main landing gear collapsed, and the left wing was bent upward. Examination of the airplane by a Federal Aviation Administration inspector did not reveal any preimpact mechanical malfunctions. The recorded wind, about the time of the accident, was oriented with the runway heading at 5 knots. The pilot reported 319 hours of total flight experience; of which, 3 hours were in the tailwheel type airplane.