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Delgado signed a free agent contract with the Toronto Blue Jays in 1988 as a 16-year old phenom out of Puerto Rico.
The slugger made his Major League debut in 1993, making two plate appearances and catching for the Toronto Blue Jays in the last days of the season. Ultimately, Delgado would spend 12 seasons in Toronto, hitting .282 with 336 home runs and 1,058 RBI in 1,423 games. He earned two all-star selections and three Silver Slugger awards during his years with the Blue Jays.
Granted free agency following the 2004 season, Delgado signed a free agent contract to play for the Florida Marlins.
During 2005, his only season as a Marlin, Delgado played first base and hit .301 with a NL ninth-best 33 home runs and a league fifth-best 115 RBI. His OBP of .399 was the league's third best. Delgado finished '05 having caught the eye of NL MVP voters, who named him sixth in the final count. Florida traded him with cash to the New York Mets for Grant Psomas, Mike Jacobs and Yusmeiro Petit.
Delgado would play his last four Major League seasons with the Mets, hitting 104 home runs and 339 RBI with a .267 average. He was granted free agency following the season.
After recovering from hip surgery, Delgado signed on with the Boston Red Sox, but his rehab was ultimately unsuccessful, and he announced his official retirement on April 13, 2011.