2026 Contemporary Baseball Era Committee Candidate: Gary Sheffield

The following article is part of my ongoing look at the candidates on the 2026 Contemporary Baseball Era Committee ballot. Originally written for the 2015 election at SI.com, it has been updated to reflect recent voting results as well as additional research. For a detailed introduction to this year’s ballot, use the navigation tool above. An introduction to JAWS can be found here.
Wherever Gary Sheffield went, he made noise, both with his bat and his voice. For the better part of two decades, he ranked among the game’s most dangerous hitters, a slugger with a keen batting eye and a penchant for contact that belied his quick, violent swing. For even longer than that, he was one of the game’s most outspoken players, unafraid to speak up when he felt he was being wronged and unwilling to endure a situation that wasn’t to his liking. He was a polarizing player, and hardly one for the faint of heart.
At the plate, Sheffield was viscerally impressive like few others. With his bat twitching back and forth like the tail of a tiger waiting to pounce, he was pure menace in the batter’s box. He won a batting title, launched over 500 home runs — he had 14 seasons with at least 20 and eight with at least 30 — and put many a third base coach in peril with some of the most terrifying foul balls anyone has ever seen. For as violent as his swing may have been, it was hardly wild; not until his late 30s did he strike out more than 80 times in a season, and in his prime, he walked far more often than he struck out.
Bill James wrote of Sheffield in the 2019 Bill James Handbook:
“In all the years that I have been with the Red Sox, 16 years now, there has never been a player the Red Sox were more concerned about, as an opponent, than Gary Sheffield. Sheffield was a dynamite hitter and a fierce competitor… When he was in the game, you knew exactly where he was from the first pitch to the last pitch. He conceded nothing; he was looking not only to beat you, but to embarrass you. He was on the highest level.”
Two decades before that, James referred to Sheffield as “an urban legend in his own mind,” referencing the slugger’s penchant for controversy. Sheffield found it before he ever reached the majors through his connection to his uncle, Dwight Gooden. He was drafted and developed by the Brewers, who had no idea how to handle such a volatile player and wound up doing far more harm than good. Small wonder then that from the time he was sent down midway through his rookie season after being accused of faking an injury, he was mistrustful of team management and wanted out. And when he wanted out — of Milwaukee, Los Angeles, or New York — he let everyone know it, and if a bridge had to burn, so be it; it was Festivus every day for Sheffield, who was always willing to air his grievances. Read the rest of this entry »







