 Nyorera kupfuurira kweiyi ndima - Gregory akangokwikwidza mumakwikwi makuru mana mumwaka wa1958, nekuda kwekukuvara kwakagadziriswa kuburikidza nechimwe chezviratidzo zvake zvekununura apo motokari yake yakanga yagadzirirwa kuparara, nguva ino mumutambo wemotokari yemitambo paSilverstone muEngland. Akakwanisa kuwana nzvimbo yechina muItaly Grand Prix, uye yechitanhatu munhangemutange yokupedzisira yegore, iyi Moroccan Grand Prix. Achienda kuCooper-Climax mwaka wa1959 pamwe chete naJack Brabham naBruce McLaren, akahwina mibairo miviri - nzvimbo yechitatu paDutch Grand Prix, uye wechipiri-akanakisisa mubasa rake paPortugal Grand Prix. Zvisinei, akarasikirwa nemakwikwi maviri ekupedzisira emwaka, zvakare nekuda kwekukuvara kwakasimudzwa achisvetuka kubva mumotokari nguva pfupi isati yapunzika. Akapedza ari wechisere muChikwata, uye nemumwe wake Brabham achikunda World Championship, Cooper akakunda yavo yekutanga Constructors Championship. Gregory akawana nzvimbo yepamusoro uye akaisa nhoroondo yemugwagwa pamakwikwi asiri eChampionship kuAintree, asi chibvumirano chake naCooper hachina kuvandudzwa kwegore rinotevera. 