Blue Jays: Best players in franchise history to wear jersey numbers 21-30

This article is part of a continuing series of the best players in Toronto Blue Jays history to wear each jersey number. You can read previous installments, 0-10, and 11-20. 

And now, the best players ever to wear jersey numbers 21-30.

#21 Roger Clemens

By the time Roger Clemens became a free agent following the 1996 season, his relationship with the team that drafted him, the Boston Red Sox, had soured and it also appeared that the then-33-year-old’s best days were behind him.

To the surprise of many, Clemens decided to sign with the Blue Jays, and he proved that not only was he far from being done, but he was also still perhaps the best pitcher in the sport.

In 1997, “Rocket” staked that claim by leading the American League in wins, ERA, complete games and strikeouts on his way to winning the fourth Cy Young of his career.

He was nearly as good in 1998, going 20-6 with a 2.65 ERA and 271 Ks to capture the top pitcher award once again. By the time 1999 rolled around, Clemens was unhappy (sound familiar?) and was traded to the New York Yankees.

#22 Jimmy Key

Jimmy Key is the best left-handed pitcher in Blue Jays lore and broke out in 1985 with the first of three straight 200-inning seasons. He was also named an All-Star that year and was a key contributor on a team that won 99 games and was on the precipice of the World Series.

Key’s best season was in 1987 when he led the AL in ERA (2.76) and WHIP (1.05) while throwing 261 innings and finishing second in Cy Young voting. The Huntsville, Alabama native cemented his place in the hearts of Blue Jays nation by pitching an absolute gem in Game four of the World Series, 7.2 innings of one-run ball in a game the Jays won 2-1.

#23 José Cruz Jr.

José Cruz Jr. brought youth, excitement, and some pop to the Jays when he was attained from the Seattle Mariners halfway through his rookie season in 1997. 

Going the other way was Paul Spoljaric and Mike Timlin, one of the few remaining pieces from the back-to-back World Series-winning teams from earlier in the decade, signaling the team was going in a new direction with the hopes that Cruz would be a big part of that. 

The then-23-year-old acclimated himself well in his new surroundings, hitting 14 homers in 55 games, and made a case to receive more playing time down the road. 

Cruz took advantage of his opportunity and, after performing well in a part-time role in 1998 and 1999, he would play all 162 games in 2000 and 146 in 2001, topping 30 home runs in both seasons. 

The Puerto Rico native left via free agency following the 2002 season, but not before launching 112 dingers, the 12th most in franchise history.

#24 Shannon Stewart

Shannon Stewart was a home-grown talent that generated a considerable amount of buzz upon making his major-league debut in 1995. 

After receiving a scant amount of playing time (and wearing number seven) in his first three seasons, the former first-round pick approached the 1998 season knowing he had a real chance to make an impact but also aware that the clock was ticking on his young career.

After a strong camp, Stewart began showing what he was capable of in his first real shot in the bigs. He hit .279 with 12 home runs, 55 RBI, and 51 stolen bases on a team that went 88-74.

The best was yet to come as Stewart put together an impressive stretch of five consecutive seasons with a batting average above .300 between 1999 and 2003. He also eclipsed the 100 runs scored plateau in four of those years. 

#25 Carlos Delgado 

This is one of the more star-studded number groups for the Blue Jays as Devon White, Troy Glaus, and Marco Estrada all wore number 25, but the top spot goes to the most dominant slugger the team has ever seen.

Carlos Delgado came up as a catcher in the early-90s, played some outfield, and didn’t move over to first base until 1997. He had a remarkable run of power that saw the imposing infielder hit at least 25 home runs every year from 1996-2004.

Delgado’s peak career arc was from 1998 to 2003 when his average season was 39 homers and 123 RBI. He was top-five in MVP voting twice, including a second-place finish in 2003 when had a league-leading 145 RBI, and a 1.019 OPS. 

#26 Willie Upshaw

Willie Upshaw was a big part of the early-80s Jays teams that began turning things around and eventually transformed into a World Series contender. 

In 1983, the team achieved its first winning season and Upshaw was front-and-center, hitting .306 with 27 big flies and 104 RBI. He played in 160 games, had a 136 OPS+, and placed 11th in MVP voting. 

Upshaw was one of the most durable players on the Jays, averaging 154 games played between 1982 and 1987. Honorable mention to Adam Lind who ranks ninth-highest on the team's all-time home run list with 146.    

#27 Vladimir Guerrero Jr.

When the Blue Jays signed the son of Vladimir Guerrero as a teenager in the mid-2010s, it had fans salivating over what he could do with a few years of training. 

He hit a towering, walk-off homer at Olympic Stadium in an exhibition game in 2019, indicating he was close to being MLB-ready.  Vladimir Guerrero Jr. made his debut later that year, and, while he showed he was good enough for the show, there were clearly better days ahead. 

That would prove to be true. Despite a slight setback during the COVID-shortened 2020 season, Vladdy’s career has been on a stratospheric incline. His breakthrough 2021 season, when he led the AL in runs, home runs, OPS, and total bases, would have won the MVP in most years.

“Vladito” followed that up with a solid 2022 that featured his first Gold Glove award and 100th career homer. He’s already one of the most impressive players in franchise history, the exciting part is that he’s just getting started. 

#28 Shaun Marcum

Shaun Marcum was inserted into the starting rotation in June 2006 and remained a fixture through the 2010 campaign. 

He showed improvement over his first two seasons until an elbow injury led to Tommy John surgery late in the 2008 season. Marcum recovered to become the Jays' opening-day starter in 2010, ending a stretch of seven straight years that Roy Halladay filled that role. 

The former third-round pick responded by having his best season with a 13- 8 record, 3.64 ERA, and a career-best 165 strikeouts. The front office parlayed that into flipping Marcum to Milwaukee for Brett Lawrie, who was ultimately dealt to Oakland in the Josh Donaldson trade.