- As a kid, played in the Little League World Series.
- Outfielder for Milwaukee Brewers (1988-1991), San Diego Padres (1992-1993), Florida Marlins (1993-1998), Los Angeles Dodgers (1998-2001), Atlanta Braves (2002-2003), New York Yankees (2004 - 06), and Detroit Tigers (2007- present).
- Is the nephew of former All-Star pitcher Dwight Gooden.
- Wife is a gospel singer DeLeon Richards who was the youngest person (9 years old) ever to be nominated for a Grammy.
- Los Angeles Dodgers All-Time On Base Percentage Leader (.424).
- Finished 3rd in voting for 1992 National League MVP. Finished 6th in 1996. Finished 9th in 2000.
- Highest paid player in MLB in 1998 earning $14,936,667.
- Member of 1997 World Series Champion Florida Marlins team. Member of 2002 and 2003 National League Eastern Division Champion Atlanta Braves teams.
- Named to 7 National League All Star Teams (1992-1993, 1996, 1998-2000 and 2003).
- Children: Jaden Amir Sheffield (born September 5, 2002), Noah Sheffield, and Christian Emari Sheffield (born January 19, 2009) by wife DeLeon; Gary, Jr., daughters Ebony and Carissa by previous relationships. Ebony and Carissa were junior bridesmaids at their father's wedding.
- Led National League in On-base percentage (.465) in 1996.
- Led National League in Batting Average (.330) and Total Bases (323) in 1992.
- Finished 3rd in voting for 1992 and 2003 National League MVP. Finished 6th in 1996. Finished 9th in 2000.
- Made major league debut on 3 September 1988.
- Was traded to the Detroit Tigers by the New York Yankees for pitchers Humberto Sanchez, Kevin Whelan and Anthony Claggett.(2006).
- (17 December) Acting as his own agent, he finalized a three-year $39 million contract with the New York Yankees. The deal includes $13.5 million in deferred money and a $13 million team option for 2007. (2003)
- (1 April) Released by the Detroit Tigers. Sheffield hit .178 in 18 spring training games. (2009)
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