As an adult, Gregory used his inheritance to buy a Mercury-powered Allard, which he drove in his first race, the 50-mile (80 km) SCCA race in Caddo Mills, Texas in November 1952.
Como adulto, Gregory usou a súa herdanza para comprar un Allard con motor Mercury, que pilotou na súa primeira carreira, as 50 millas (80 km.) de SCCA en Caddo Mills, Texas en novembro de 1952.