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16. Curt Flood

Curt Flood, acquired from the Cincinnati Reds in late 1957, was a remarkable player. At 5’9'' and 165 pounds, he transformed outfield defense on the Senior Circuit by blending impressive lateral speed with perfect timing. During his 12 seasons in eastern Missouri, he did more than catch flies; he defined an era of elite outfield coverage, setting a high standard of durability that earned him seven consecutive National League Gold Glove Awards from 1963 to 1969.

Flood’s masterclass defense on the grass was his signature move, but his offensive game quietly transformed from a low-order afterthought into a top-tier threat. He made contact and worked pitchers into a disciplined routine. His breakout season came during a remarkable 1964 regular season, earning awards. That summer, he showcased an exceptional hitting display, leading the National League with 211 hits and maintaining a strong .311 batting average.

His exceptional skill in setting the table propelled the Cardinals to a remarkable National League pennant and ultimately led to a seven-game victory over the New York Yankees in the Fall Classic, securing his sole career All-Star selection. He consistently upheld that elite contact profile throughout the decade, achieving six separate seasons with a batting average exceeding .300—highlighted by a remarkable .335 average to win another world title in 1967, and an outstanding 1968 season where he finished fourth in the National League MVP voting.

Despite his impressive statistical achievements, his departure from St. Louis marked one of the most dramatic and culture-shifting moments in global sports history. After the 1969 season, the team management suddenly decided to trade their beloved co-captain along with other players to the Philadelphia Phillies. Flood, however, refused to accept the trade. He was deeply upset with a system that treated players as commodities, so he chose to sit out the entire 1970 season. During that time, he also filed a groundbreaking federal antitrust lawsuit against Major League Baseball to challenge the unfair

Although he courageously fought the system all the way to the United States Supreme Court in 1972, the court eventually ruled against him. This decision essentially kept him out of the major leagues for most of his career, except for a brief 13-game appearance with the expansion Washington Senators near the end of his playing days. Flood gave up his prime athletic years and a career filled with honors in pursuit of a strong systemic principle.

Throughout his time in St. Louis, he achieved impressive milestones, with exactly 1,853 hits, 264 doubles, and 834 runs in 1,601 games, supported by a solid 42.3 franchise position bWAR. Though a legal challenge ended his career, his sacrifices sparked a historic ripple effect, opening the door to today's modern free agency and the financial benefits athletes now enjoy. In 2015, the organization proudly set the record straight, and the Red Ribbon Committee honored his significant contributions by inducting Curt Flood into the St. Louis Cardinals Hall of Fame in a heartfelt ceremony.

22. Bob Caruthers

When evaluating the early architecture of professional baseball in St. Louis, it is easy for modern analysts to overlook the 1880s American Association era. However, digging into the historical record reveals that Bob Caruthers was not just a valuable contributor; he was arguably the game's premier two-way superstar long before Shohei Ohtani or Babe Ruth made it a cultural phenomenon. Nicknamed "Parisian Bob" due to his refined tastes and offseason travels, Caruthers provided the St. Louis Browns (who would later evolve into the Cardinals) with an unprecedented competitive advantage, serving as both their undisputed pitching ace and one of the most feared everyday bats in the lineup.

On the mound, Caruthers operated at an absolute tier-one elite echelon, compiling a mind-boggling 108–48 record across his four seasons with the franchise. His absolute individual masterpiece arrived during the spectacular 1885 campaign. He completely paralyzed opposing offenses by leading the American Association in both wins (40) and ERA (2.07), throwing 489 complete-game innings of pure, unadulterated dominance. He beautifully validated that historic performance over the next two summers, racking up an additional 30 wins in 1886 and 29 more in 1887, carrying an immense workload without a single complaint.

Yet, what makes Caruthers an absolute statistical marvel is that on the days he wasn't pitching, manager Charlie Comiskey plugged him right into the starting outfield to leverage his elite bat. Over his St. Louis residency, he posted a spectacular .300/.401/.431 slash line, showcasing a level of spatial awareness and plate discipline that was years ahead of his time.

His two-way mastery reached a thunderous peak during the historic 1886 season, a summer where he led the entire league in both on-base percentage (.448) and OPS (.970) while simultaneously winning 30 games on the mound.

Caruthers' brilliance culminated in a historic, pre-modern World Series showdown against the Chicago White Stockings of the rival National League in 1886. Pitching under immense pressure, he went 2–1 with a microscopic 0.923 WHIP, engineering the defining victory that secured St. Louis its very first world championship banner.

Caruthers concluded his unforgettable run in St. Louis with a stellar 2.75 career ERA on the mound and 402 hits at the plate before moving on to wrap up his successful playing days with the Brooklyn Bridegrooms.

18. Mort Cooper

Assessing the baseball legends of the 1940s involves careful consideration, as World War II significantly changed the competitive landscape of major league baseball. Critics often question how much of the era's statistical success is due to real talent versus the impact of wartime depleted rosters, with icons like Ted Williams, Joe DiMaggio, and Hank Greenberg serving in the military. For right-hander Mort Cooper, that caveat is an important part of the discussion. Still, even when recognizing the wartime conditions, Cooper's impressive period of dominance clearly stands out as the key, championship-level foundation of one of the most notable dynasties in St. Louis Cardinals history.

Cooper was signed as an amateur free agent in 1933, and his path to the majors was a gradual ascent through the extensive St. Louis farm system. He finally debuted in the major leagues in 1938 at age 25, spending his initial seasons as a solid, mid-tier starter. Using a strong fastball and a sharp slider, he regularly posted dependable stats, without yet showing the elite potential that was soon to emerge.

The 1942 season marked a significant shift. As many players from both leagues left to serve in the military, Cooper stepped up dramatically, achieving an impressive 22–7 record. He led the senior league with a tiny 1.78 ERA, pitched 10 shutouts, and maintained an exceptional 0.987 WHIP. Alongside his brother, catcher Walker Cooper, he formed a renowned homegrown battery that captivated baseball fans. His outstanding performance on the mound earned him the 1942 National League Most Valuable Player Award, playing a key role in helping the Redbirds achieve a 106-win regular season and securing a World Series victory over the formidable New York Yankees.

Far from a fleeting success, Cooper convincingly confirmed his MVP campaign by achieving consecutive 20-win seasons over the next two summers. In 1943, he posted a 21–8 record with a 2.30 ERA in 1943 and followed with an impressive 22–7 record in 1944, solidifying his role in manager Billy Southworth's rotation. His consistent excellence in 1944 helped lead the team to an all-St. Louis Fall Classic against the local Browns, where he delivered an outstanding performance in Game 5—a complete-game, 12-strikeout shutout—earning his second World Series title in three years.

Cooper’s true skill was ultimately confirmed after a tough contract dispute led to a May 1945 trade to the Boston Braves. Although critics doubted his effectiveness would decline once World War II ended and top hitters returned for the 1946 season, Cooper demonstrated he remained among the best. Despite worsening elbow problems, he pitched well enough in Boston to earn his fourth and last selection to the National League All-Star team, showing his talent extended well beyond the wartime circumstances.

Cooper left Sportsman's Park with a 105–50 record, a 2.77 ERA, and 25 shutouts over eight seasons and was inducted into the Cardinals Hall of Fame in 2019.

19. Keith Hernandez

To many modern baseball fans and TV viewers, Keith Hernandez is primarily linked to the New York Mets, especially his key role in the 1986 "Bad Guys" team and his memorable pop-culture appearances. However, a closer look at the stats shows that his peak physical condition and most remarkable individual accomplishments happened when he played for the St. Louis Cardinals. Drafted unexpectedly in the 42nd round of the 1971 amateur draft, Hernandez exceeded all expectations, blending a graceful, disciplined left-handed swing with a revolutionary defensive approach that redefined the role of first base.

His offensive peak was reached during the memorable 1979 season, a summer when he created the highlight of his career. Hernandez completely dominated National League pitchers, winning the batting title with a league-best .344 average. He also led the league in runs scored (116) and doubles (48). Along with his excellent contact skills, he hit 11 home runs and had 105 RBIs, showing a sophisticated, power-focused approach that earned him the 1979 National League Most Valuable Player Award, shared with Pittsburgh’s Willie Stargell. He confirmed this success with strong performances over the next two summers, maintaining a batting average over .300 and leading the league with a remarkable .408 on-base percentage in 1980.

Hernandez’s true talent was on the infield, despite his outstanding offensive statistics. Before his arrival, first base was primarily regarded as a defensive position for slow power hitters. Hernandez redefined this role through aggressive athleticism: positioning himself away from the bag, charging bunts with the agility of a third baseman, reaching groundballs deep in the hole, and throwing across the diamond with remarkable speed. His exceptional lateral movement established him as a leading figure in Total Zone Runs, earning him five consecutive Gold Glove Awards in St. Louis from 1978 to 1982, thereby setting a new standard for defensive excellence. Hernandez’s consistent presence in the heart of the lineup served as a crucial anchor for the 1982 "Whiteyball" team, culminating in a decisive, game-tying two-run single in Game 7 of the World Series that secured the franchise's ninth world championship.

Despite his enormous fame and key role in the 1982 championship season, Hernandez increasingly clashed with legendary manager and GM Whitey Herzog. Herzog, known for his strict discipline, grew very frustrated with Hernandez’s divisive clubhouse behavior and suspected drug use. He ultimately decided that Hernandez was harming the team's long-term culture. In one of the decade’s most shocking trades, Herzog unexpectedly sent Hernandez to the struggling New York Mets in June 1983, receiving pitchers Neil Allen and Rick Ownbey in return—a sudden, unceremonious move at the height of Hernandez's career.

Hernandez closed out his memorable St. Louis tenure having compiled 1,217 hits, 265 doubles, and an exceptional .299/.385/.445 slash line across 1,165 games in a Redbirds uniform. In 2021, Hernandez was finally inducted into the Cardinals Hall of Fame.