Levin managed Roy's boxing career from 1989 – 2003. Levin's last fight with Roy involved heavyweight champion John Ruiz on March 1, 2003. Ruiz had recently defeated Evander Holyfield for the championship. Jones officially weighed in at 193 pounds to Ruiz's 226 pounds. Jones won by unanimous decision, becoming the first former middleweight title holder to win a heavyweight title in 106 years, the last being Bob Fitzsimmons in 1896. Jones also became the first fighter in history to start his career as a junior middleweight and become a heavyweight champion.