Gregory only competed in four Grands Prix in the 1958 season, due to injuries sustained through one of his trademark bailouts when his car was set to crash, this time in a sports car race at Silverstone in England.
Gregory só competiu en catro Grandes Premios na tempada de 1958, debido a lesións sufridas a través dun dos seus rescates característicos cando o seu coche estaba a piques de chocar, esta vez nunha carreira deportiva en Silverstone en Inglaterra.