On April 30, 2022, about 1300 central daylight time, a North American AT-6D airplane, N29947, was substantially damaged when it was involved in an accident at Gillespie County Airport (T82), Fredericksburg, Texas. The pilot and passenger were not injured. The airplane was operated as a Title 14 Code of Federal Regulations Part 91 personal flight. The pilot stated that he completed a preflight inspection and engine run-up with no anomalies noted. During the initial climb after takeoff, immediately after the landing gear was retracted, the pilot noticed white smoke from the engine cowling. A few seconds later, the engine “coughed loudly” and then lost total power. The airplane was still over the runway, and the pilot extended the landing gear, then retracted it again when he realized that insufficient runway remained for landing. The airplane landed with the right main gear extended and the left main gear partially extended, exited the runway, and collided with a runway light. The airplane sustained substantial damage to the left wing and left aileron. FAA inspectors completed an examination of the airplane and assisted the owner’s mechanics with removing the radial engine for transport. They discovered that the No. 1 cylinder was cracked all the way around the circumference. They did not observe any other anomalies during the examination. Postaccident engine examination confirmed that the No. 1 cylinder head fractured near the rear spark plug on the exhaust side. A review of the airplane maintenance records revealed that an annual inspection was completed on April 27, 2022 (3 days before the accident), at an aircraft total time (TT) of 11,694.0 hours. The previous annual inspection was completed on January 28, 2021, at 11,680.3 hours TT. A recurring FAA airworthiness directive (AD) 99-11-02, was applicable for this airplane and related to visual inspections to prevent cylinder head cracking. The AD was completed on June 29, 2017, at 11,529.3 hours TT. The AD was due to be completed again 250 hours later, at 11,779.3 hours TT.