Ron Tracey

Ronald Tracey, or Ron to his friends, was a Starfleet captain last in command of the USS Argentina. In 2268, he concocted a plan to exterminate his crew in order to capitalize on a "Fountain of Youth" pyramid scheme on planet Omega IV. 
When his plot was discovered, Captain Kirk of the last remaining Constitution class starship attempted to apprehend Tracey for violating the Prime Directive. Tracey absolutely kicked Kirk's ass, though, which left it to the manliest man of the Enterprise to bring the rogue captain to justice. (TOS: "Unsold Pilot No. 4")