One of Key Westâs best and most beloved local pilots made his final flight home on Wednesday. Cletis âHoganâ Massingill, 88, died Sunday, July 18, at his home on Sugarloaf Key. On Wednesday, his body was taken from Dean Lopez Funeral Home to Key West International Airport, where friends and family gathered to pay their respects and say goodbye. He was treated to a celebratory firing of the water cannons by airport firetrucks. His body was then placed into the Spottswood family plane and he was flown to his birth state of Tennessee, according to friends. Massingill had been the personal pilot of the Spottswood family for many years.