Jimmy Sheckard played for Brooklyn on three different occasions; though this was in a tight vacuum, you could argue that his first MLB half was indeed with Brooklyn.

Following his ‘loan' to the Baltimore Orioles in 1899, where he led the league with 77 stolen bases, Sheckard returned to Brooklyn in 1900 and achieved the pinnacle of his individual performance in 1901. He authored a remarkable season, batting a career-high .354 and leading the National League in triples (19) and slugging percentage (.534). He demonstrated comprehensive mastery of the game that summer, recording 104 RBIs and 11 home runs, a statistical record that cemented his reputation as the most formidable hitter in a lineup that secured consecutive pennants for Brooklyn.

1903 would be an incredible campaign for Schekard. He enjoyed a campaign in which he led the league in both home runs (9) and stolen bases (67), a rare dual-honor summit reached by only a handful of players in history. While his offensive output sometimes dipped, like in the tough 1904 campaign, his defense was consistently top-notch. He was a mainstay in the outfield, setting a National League record with 14 double plays, showcasing a "cannon" arm that often ended rallies early.

Following a season at the bottom of the standings, the team traded the popular Sheckard to the Chicago Cubs for a four-player package including Jack McCarthy and Doc Casey. In Chicago, he reached new heights, winning two World Series titles and setting a season record with 147 walks, while his time in Brooklyn was also memorable. In Brooklyn, Sheckard had 966 hits, a .295 batting average, and 212 stolen bases.

Jimmy Sheckard spent most of his career with either the Brooklyn Dodgers or the Chicago Cubs, and while they were both high-profile teams, He is one of the most undervalued players in history.

The Outfielder proved to be a good hitter throughout his career, batting at least .300 twice.  In 1901, as a Brooklyn Superba, he led the National League in Triples (19) and Slugging Percentage (.534), and two years later, Sheckard’s nine Home Runs were enough to lead the NL.

Sheckard later played for the Cubs, where he helped Chicago win four National League Pennants, two of which they won.  The speedy Outfielder also had a keen batting eye, leading the NL in Walks in 1911 and 1912, and he was first in OBP in 1911 (.434).  Sheckard swiped 465 bases over his career and tallied 2,084 Hits.