An All-Star with the Pirates in 1945, Elwin “Preacher” Roe made the most of his belated opportunity with the depleted World War II roster, but when the Majors were replenished, the next two years saw his ERA balloon over five, though likely this was the result of the after-effects of a fractured skull he suffered from a fight while refereeing a high school basketball game.  Now over 30, it appeared that Roe’s run in the Majors would end shortly, but Dodgers GM, Branch Rickey, had other ideas.

Roe achieved incredible success in Brooklyn, being selected as an All-Star four years in a row from 1949 to 1952. During this time, he truly dominated the senior circuit, especially in 1951 when he had an outstanding season, going 22-3. His remarkable .880 winning percentage that summer is still one of the highest ever for a 20-game winner in modern history, earning him a well-deserved fifth place in the NL MVP voting.

Roe truly shined during some of the most exciting moments in the postseason, reaching new heights of confidence and skill. He was a dependable part of the World Series rotation, especially remembered for his outstanding performance in Game 2 of the 1949 World Series where he pitched a six-hit shutout against the Yankees. Although the Dodgers didn’t win the championship during his time, Roe finished with a commendable 2-1 postseason record and a strong 2.54 ERA, showing he was a clutch performer when it mattered most. His special "money pitch" and veteran experience made him a great partner to the fast-throwing Don Newcombe and Carl Erskine, helping to keep the Dodgers a formidable team in October.

Age and fatigue began to catch up to the 39-year-old left-hander, and the organization finalized a trade that sent him to the Baltimore Orioles, though he never did play for the club.  As a Dodger, Roe owned a scintillating 93-37 record, a winning percentage (.715), a 3.12 ERA, and 610 strikeouts.

In December 1964, Claude Osteen became a Los Angeles Dodger as the centerpiece of a seven-player trade that sent power-hitter Frank Howard to the Washington Senators. While the Dodgers were trading away a mountain of home runs, they were acquiring a "marathon man" of a southpaw who would spend the next decade defining durability in a rotation that already featured legends.

In his first season on the West Coast, Osteen reached a high point during the World Series against the Twins. When the Dodgers trailed 2-0, he started Game 3 with a five-hit shutout that shifted the series momentum. That summer, he commanded the strike zone, winning 15 games and achieving a career-high 162 strikeouts. Despite occasional hits allowed, he showed resilience, pitching at least 240 innings in nine of ten seasons with the team, becoming the staff's backbone.

During the late 1960s and early 1970s, Osteen enjoyed seven seasons with at least 15 wins for the Dodgers, reaching his peak in 1969 and 1972, with 20 wins in each year. He achieved a historic milestone by being named to three All-Star teams (1967, 1970, 1973), demonstrating that a control-oriented left-handed pitcher could still attain greatness in an era increasingly focused on velocity. His tenure was distinguished by his specialized ability to complete what he started, recording 118 complete games as a Dodger.

After the 1973 season closed, he was traded to the Houston Astros in an exchange that brought the Dodgers Jim Wynn.  With Los Angeles, Osteen compiled a 147-126 record, a 3.06 ERA, and 1,162 strikeouts.

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.

Arriving in Brooklyn in 1892, William “Brickyard” Kennedy was a right-hander with a booming voice and a work ethic forged in the clay pits of his Ohio hometown. While he earned the nickname "Roaring Bill" for his vocal presence on the diamond, it was his off-season labor in a brickyard that gave him the moniker that would stick for over a century

Kennedy hit his peak early, with back-to-back 20-win seasons in 1893 and 1894. He demonstrated exceptional endurance, pitching a career-high 382.2 innings in 1893. Although his career 3.98 ERA in Brooklyn seems modest today, he reached a high value simply by staying on the mound. A key team presence, he remained competitive even in 1895 with a 19-12 record and a spikes to 5.05 ERA, showing teammates’ confidence in his ability to finish.

A key asset for the 1899 and 1900 Brooklyn Superbas, Kennedy helped them win consecutive National League pennants. He posted a 22-9 record with a 2.79 ERA in 1899, showing he still reached elite levels of efficiency. Beyond pitching, he was a skilled hitter, with 306 hits and a .256 average during his Brooklyn years, often contributing significantly during high-stakes battles of the 1890s.

After a decade of service and 177 wins, the organization concluded that his high-velocity years had ended and released Kennedy in 1901.  He compiled a 177-148 record, a 3.98 ERA, and 721 strikeouts for Brooklyn.