Wilson signed with the Toronto Blue Jays in 1987 as an amateur free agent and was promoted as high as Double-A in the Toronto organization. Wilson was then drafted by the Florida Marlins in the 1992 MLB Expansion Draft as their first pick. Wilson played a total of 22 major league games with the Marlins, Cincinnati Reds, and Cleveland Indians, failing to get a hit as either a Marlin or a Red, going 0-for-23 in his time with these teams, with 15 strikeouts and no walks or HBPs. After an 0-for-2 start with the Indians, Wilson recorded his first major league hit in his 26th at bat. His major league career ended shortly thereafter; Wilson retired with 3 MLB hits in total. In 1997, he joined the Nippon Ham Fighters of the Japanese Pacific League after being released from the Indians. On June 21, 1997, he hit home runs in 4 consecutive at bats, becoming only the second player in Japanese baseball history to ever attain this mark after Sadaharu Oh, ending that season with a league-leading 37 home runs. In 1998, he greatly improved his clutch hitting, leading the league with 33 home runs and 128 RBIs to win the Best Nine Award for designated hitter. In 1999, he played only 6 games due to a knee injury, but the team decided not to release him at the end of the season. The team's decision proved to be correct, as Wilson rebounded in 2000, hitting 37 home runs with 89 RBIs to win his second Best Nine Award. Wilson sustained another injury in 2001, and left the team after playing only 34 games that year then was picked up by the Osaka Kintetsu Buffaloes the following year, but could not repeat his earlier success. He left Japan at the end of 2002, and signed a minor league contract with the New York Yankees organization, but did not make it into a major league roster. Wilson is remembered as one of the best non-Japanese players ever to play for the Nippon Ham Fighters, along with Tony Solaita and Sherman Obando.
Personal
Wilson's father was a cricket player from Trinidad. Wilson resides in Ajax, Ontario with his wife, Natalie Wilson and their three children, Morgan, Paris and Quinton. He also has an older daughter LaToya Ali who is a YouTube personality, who is married to Adam Ali and together they have Samia, Zayn and Ayah. Wilson has owned and run the Competitive Edge sports training facility in Ajax since 2008.
