The pilot and a passenger were departing from a private airstrip. During the takeoff roll, the airplane's left main tire entered a rut, and veered to the left. The left main tire then entered an area of tall grass located along the left edge of the airstrip. The left wingtip then struck a tree. The airplane pivoted about 180 degrees to the left, and the right main landing gear collapsed. The right wing, and the right elevator, struck the ground. The airplane received additional damage to the tailwheel assembly, the fuselage, and the propeller.