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40. Pete Donohue

Pete Donohue’s path to the majors was swift, and by 1921, he had matured into the rotation's most dependable asset. He possessed a specialized ability to induce contact on his own terms, peaking between 1923 and 1926. During this four-year stretch, he was a high-frequency winner, eclipsing the 20-victory mark on three separate occasions. This was not merely the product of a potent lineup behind him; he was a model of specialized efficiency, twice finishing third in the league in ERA and consistently ranking among the elite in FIP, proving that he was the tactical master of his own destiny on the mound.

The most impressive aspect of his longevity was a technical command that bordered on the obsessive. Donohue was a master of the "free pass"—or rather, the refusal to grant them—leading the National League in fewest walks per nine innings during his title-winning 1926 campaign. He would finish in the top ten of that category seven different times as a Red, serving as the high-leverage anchor of a staff that prioritized economy and strikes. He wasn't just a volume producer; he was a high-stakes technician who managed the decade’s physical toll by ensuring that every pitch served a specific, strategic purpose.

His presence was defined by professional resilience and durability, which saw him log over 2,100 innings for the franchise.  Donohoe was with the Reds until 1930, but he left the organization as a statistical titan of his generation. He departed with 127 wins and 147 complete games while twice leading the league in fewest walks per nine innings.

The organization provided the ultimate punctuation on his legacy in 1964, decades after his final pitch, by inducting him into the Cincinnati Reds Hall of Fame.

41. Bob Ewing

In an era when the "spitball" was a legal and lethal weapon, "Long" Bob Ewing emerged as its most sophisticated practitioner for the Cincinnati Reds. Standing tall on the mound during the first decade of the 1900s, he utilized his height and a deceptive delivery to keep the National League in a state of perpetual frustration.

Ewing’s tenure in Cincinnati was defined by a remarkable three-year stretch of dominance beginning in 1905, a summer where he secured 20 victories and established himself as a premier tactical force. During this window, he was a model of specialized excellence, consistently ranking among the top five National League pitchers in bWAR. He possessed a rare ability to neutralize hitters through movement rather than just velocity, utilizing the dampened baseball to create unpredictable breaks that led to a sustained run of top-ten finishes in FIP.

The true magnitude of his skill was found in his surgical command of the strike zone. Ewing was a master of the "free pass" refusal, appearing in the top ten for strikeout-to-walk ratio six times during his nine seasons in a Reds uniform. This craftsmanship was not merely about volume; it was a high-frequency display of precision that kept his career FIP among the elite in the sport's history. He served as the primary engine of the Cincinnati rotation, providing the high-leverage durability required to navigate over 1,900 innings for the franchise, despite the era’s physical demands.

The story in Cincinnati drew to a close in 1909 when he was traded to the Phillies, but he left behind a legacy as the most refined right-hander of the club’s first great decade. He departed with 108 wins and a reputation for being the ultimate "pitcher's pitcher" of the early 20th century.

With the Reds, Ewing compiled 108 wins and 159 complete games while maintaining a historic top-tier ranking in career FIP. The organization provided the ultimate punctuation on his career nearly a century after his final pitch by inducting him into the Cincinnati Reds Hall of Fame in 2001.

42. Billy Rhines

In the rugged landscape of 1890s baseball, few pitchers arrived with the same immediate, submarine-fueled impact as Billy Rhines. Known as "Bunker" to his teammates, he utilized a deceptive underhanded delivery that confounded hitters during two distinct stretches in Southern Ohio.

Rhines burst onto the major league scene in 1890 with a performance that remains a cornerstone of franchise history. As a twenty-one-year-old rookie, he navigated an immense workload, hurling over 400 innings and securing 28 victories for a Reds squad that was just finding its footing in the National League. This initial stay reached its summit immediately, as he captured both the ERA (1.95) and WHIP (1.121) titles for the Senior Circuit. He possessed a specialized "rise ball" that shot toward the plate before jumping above the bats of frustrated hitters, a craftsmanship that earned him a staggering 11.0 bWAR in his debut season alone.

After a brief departure from the club, Rhines returned in 1895 to reclaim his status as the rotation’s most refined tactician. While the league had moved the pitching rubber back to its modern distance of 60 feet, 6 inches, he adapted his underhanded style to remain a premier force. His second stint was highlighted by a masterful 1896 campaign, a summer where he once again led the National League in ERA (2.45) and WHIP (1.231). He was a model of specialized efficiency, serving as a high-leverage anchor for a staff that relied on his professional resilience to neutralize the explosive offenses of the late 19th century.

The story in Cincinnati concluded after the 1897 season, leaving behind a legacy of 96 wins and a reputation as the most dominant right-hander of the club's inaugural decade in the National League. He departed the organization with a career 3.28 ERA, a mark that reflects six seasons of elite run prevention during one of the highest-scoring periods in the history of the sport.

With the Reds, Rhines compiled 96 wins and 153 complete games while capturing two ERA titles and two WHIP crowns.

43. Cy Seymour

In the annals of early 20th-century baseball, few players bridged the gap between pitching phenom and offensive juggernaut quite like Cy Seymour. While he initially established himself as a flamethrowing strikeout king for the Giants, it was his transformation into a full-time center fielder in Cincinnati that produced some of the most lopsided statistical seasons the Queen City has ever witnessed.

Seymour’s arrival in Cincinnati signaled a radical shift in his career, as he moved away from the mound to focus exclusively on his left-handed swing. This transition bore fruit immediately, but the true pinnacle arrived in 1905, a summer where he effectively conquered every meaningful offensive category. That year, he hit a scorching .377 to claim the batting title while also leading the Senior Circuit in hits (219), doubles (40), triples (21), RBIs (121), and slugging percentage (.522). It was a performance of such specialized dominance that, in any other era, he would have walked away with a unanimous MVP trophy.

The consistency Seymour maintained during his tenure was as impressive as his explosive peak. He was a model of specialized efficiency, serving as a high-leverage engine for a lineup that relied on his ability to drive the ball into the gaps of the Palace of the Fans. Over his 556 games with the club, he maintained a spectacular .332 batting average, proving that his 1905 explosion was no statistical anomaly.

In 1906, when he was traded back to the Giants for a then-record sum, he left behind a statistical footprint that continues to loom large. He departed the organization with 738 hits and a reputation as the most dangerous left-handed hitter of his generation.

The organization provided the final punctuation on his legacy in 1998 by inducting him into the Cincinnati Reds Hall of Fame.