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38. Johnny Cueto

Johnny Cueto was the first major fruit of the Reds’ revitalized Latin American scouting program, signed out of the Dominican Republic in 2004. He debuted in 2008 and matured instantly, authoring a historic debut against Arizona in which he retired the first 15 batters he faced and fanned 10. He possessed a specialized, athletic repertoire that allowed him to navigate the hitters' haven of Great American Ball Park with professional poise. He reached a profound level of dominance in 2012, recording 19 wins and a 2.78 ERA to finish fourth in the Cy Young voting while leading the club to a division title.

The true magnitude of his peak was in 2014.  Cueto was a master of the "total" pitching performance, leading the National League in innings pitched (243.2), strikeouts (242), and hits allowed per nine innings (6.2). He authored a spectacular 20-win season—the first by a Red in over a quarter-century, and finished as the runner-up for the Cy Young Award. He was a model of specialized durability, proving that his game was built on a rare combination of raw stuff and high-leverage mental toughness, even when standing in the shadow of Clayton Kershaw's historic MVP summer.

His presence was defined by a unique, charismatic flair and a physical pitching style that featured multiple leg kicks and varied delivery times to disrupt a batter’s rhythm. Cueto remained the tactical anchor of the Reds' rotation through three postseason appearances, utilizing a workmanlike approach to secure 92 wins for the franchise. Whether he was carving through a lineup with a 95-mph heater or dropping a deceptive changeup on a 3-2 count, he competed with a focused intensity that made him a local favorite. He proved that a player could become a franchise pillar by mastering the psychological game of pitching as much as the physical one.

In 2015, Cueto was traded to Kansas City to help secure a world title.  With the Reds, Cueto compiled a 92-63 record with 1,115 strikeouts and a historic 3.23 ERA across 213 starts.

35. John Reilly

For the standards of the 1880’s, “Long” John Reilly was a power hitter.  Three times he had over 10 Homers in a season (again, this was very good for this time period) two of which (1884 & 1888) were good enough to lead the league.  Reilly was also a two time Slugging Champion and historically speaking is the first player to hit for the cycle three times.  Reilly also had very good speed swiping 245 bases over his career.

Reilly was inducted into the Reds Hall of Fame in 2012.

Brandon Phillips’ path to Cincinnati was forged by a lopsided 2006 trade that saw the Reds acquire him for a player to be named later. It was a low-risk gamble that paid immediate dividends, as he matured instantly into the premier multi-tool threat of the infield. He emerged with a specialized blend of speed and power, reaching an incredible peak in 2007 when he authored a historic 30-30 campaign. He was a model of explosive efficiency, proving that his game was built on a rare balance of athleticism, following up that breakout with two additional 20-20 seasons and establishing himself as the most dynamic leadoff and middle-of-the-order spark in the division.

The most impressive aspect of his tenure was the technical brilliance he displayed on the dirt. Phillips was a master of the highlight-reel out, a defensive technician who patrolled second base with a specialized range and a lightning-fast release. His craftsmanship was officially recognized with four Gold Glove Awards, as he consistently led the league in fielding percentage and range factor. He wasn't just a defensive specialist, though; he was a high-frequency producer at the plate, earning one Silver Slugger and three All-Star selections during a stay that saw him accumulate nearly 1,800 hits in a Reds uniform.

His presence was defined by a charismatic, unapologetic joy and a durability that made him the tactical heartbeat of the clubhouse for over a decade. Phillips was a fixture of the "Big Red Machine" resurgence of the early 2010s, providing the veteran poise and high-leverage defense that anchored three postseason teams. Whether he was making a behind-the-back toss to start a double play or lacing a walk-off single into the gap, he competed with a focused intensity and a connection to the fans that made him a local immortal. He proved that a player could become a franchise pillar by combining world-class skill with an infectious love for the game.

After the 2016 season, he was traded to the Atlanta Braves. With the Reds, Phillips compiled 1,774 hits, 191 home runs, and 194 stolen bases while securing four Gold Glove Awards.

28. Lonny Frey

Lonny Frey began his MLB career with the Cincinnati Reds in 1938 and instantly matured into one of the premier defensive anchors of the Senior Circuit. He possessed a specialized ability to read the ball off the bat, a gift that fueled the Reds' rise to consecutive National League pennants in 1939 and 1940. During this window, he was a model of defensive efficiency, embarking on a remarkable five-year run where he finished in the top five in defensive bWAR, culminating in a first-place finish in 1940. He wasn't just a steady glove; he was a tactical technician who provided the pitching staff with an elite margin for error during the most high-stakes seasons in the club's history.

The most impressive aspect of his game was that he never allowed his defensive focus to overshadow his contributions at the plate. Frey was a master of the table-setting role, a trait he showcased most prominently in 1940 when he led the National League in stolen bases. He was a high-frequency producer who accumulated nearly 1,000 hits in a Reds uniform, proving he was a sophisticated offensive threat who could disrupt a game from the base paths. His craftsmanship earned him three All-Star selections during his stay, and he remained the heart of the infield until he answered the call to serve his country during World War II.

While his offensive production dipped during the club's two World Series appearances, most notably in 1940 when a painful foot injury limited him to just two at-bats, his defensive poise remained a vital asset. He was a fixture of the organization for nine seasons, using his world-class range to solidify a championship culture that defined the pre-war era. He proved that a player could become a franchise icon through a rare combination of grit, speed, and defensive mastery.

After his return from military service, Frey’s contract was sold to the Chicago Cubs. With the Reds, Frey recorded 962 hits, 533 runs scored, and 101 stolen bases while earning three All-Star nods.  The ultimate recognition of his impact came in 1961, when the organization provided the final punctuation to his career.  In a ceremony that celebrated his role as the defensive heartbeat of two pennant winners, Lonny Frey was inducted into the Cincinnati Reds Hall of Fame.