Godfrey went 4-0-4 in his first eight fights, which included a draw with famed pugilist Jake Kilrain. In just his ninth pro bout, he won the World 'Colored' Heavyweight Champion by beating Charles Hadley via sixth-round knockout on February 23, 1883. On August 24, 1888, at age 36, Godfrey faced off against world renowned Australian boxer Peter Jackson in San Francisco, California. He would end up losing the bout by technical knockout in the nineteenth round, subsequently losing the World 'Colored' Title. Godfrey had two more bouts with the much heavier Kilrain after their initial draw, losing both of them via knockout. He also faced Ireland's Peter Maher and California Joe Choynski towards the latter part of his career, almost 40 years old, also losing those matchups. It was during the last stages of his career, as the years took their toll and his ring skills visibly faded, that the unenlightened press of the day took to calling him by the deprecatory sobriquet of "Old Chocolate".