Red Sox: Which Boston player’s career would you choose?

PHILADELPHIA, PA - AUGUST 14: A Rawlings leather baseball glove and a hat sit on the bench in the dugout before a game between the Boston Red Sox and the Philadelphia Phillies at Citizens Bank Park on August 14, 2018 in Philadelphia, Pennsylvania. The Red Sox won 2-1. (Photo by Hunter Martin/Getty Images)
PHILADELPHIA, PA - AUGUST 14: A Rawlings leather baseball glove and a hat sit on the bench in the dugout before a game between the Boston Red Sox and the Philadelphia Phillies at Citizens Bank Park on August 14, 2018 in Philadelphia, Pennsylvania. The Red Sox won 2-1. (Photo by Hunter Martin/Getty Images)
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What defines a great career? Championships? Individual accomplishments? If you could mirror the career of a member of the Boston Red Sox, who would it be?

What matters most to you when evaluating a player’s career? Are you a ring chaser who only cares how many championships a player won? Flags do fly forever and titles are the reason these players play the game. We all know that the Boston Red Sox have been stockpiling championships as late.

Do you prefer to look at a player’s individual accomplishments instead since one man can’t win it all on his own? We know the five tools that make for a great ballplayer, but what accomplishments and accolades make for a great career?

The CBS Sports twitter account proposed this question late last night and it left me up all night pondering what I’d want my fictional sports legacy to be:

The four careers in this choose your own adventure game are:

Option A – 15x All-Star, 3x MVP, 5 Playoff Appearances, 0 Championship Titles
Option B – 0x All-Star, 0x MVP, 12 Playoff Appearances, 5 Championship Titles
Option C – 5x All-Star, 0x MVP, 9 Playoff Appearances, 2 Championship Titles
Option D – 3x All-Star, 1x MVP, 3 Playoff Appearances, 1 Championship Titles

To add some perspective to this exercise, I came up with some Red Sox players whose careers more or less match the above descriptions. To qualify for these comparisons the player had to spend more time on the Red Sox than any other team.

If I considered anyone who ever donned a Sox uniform then someone like Eric Gagne would qualify (Option D) and nobody wants that. Remember how terrible he was? We got Gagne a ring and what did he give us in return? A 6.75 regular-season ERA (14 ER in his 14 IP) and a blown save in the ALCS. Not a great deal.

Because I’m a man of honor and don’t want to let in just any riff-raff, I had to stretch a little to find a comp for some of the options. For example, no player who played for the Red Sox longer than any other ball club has won 3 MVP awards or 5 World Series titles. But that’s just the way it is and we’re all going to have to deal with it.

UNSPECIFIED – UNDATED: A classic Ted Williams hitting sequence. (Sports Studio Photos/Getty Images)
UNSPECIFIED – UNDATED: A classic Ted Williams hitting sequence. (Sports Studio Photos/Getty Images) /

Option A –  15x All-Star, 3x MVP, 5 Playoff Appearances, 0 Championship Titles

Player Comparison: Ted Williams

Option A describes a generational talent, who at the end of an illustrious career has some hardware to show for it, but no trophies.

The only player that fits the mold here is Ted Williams. Teddy Ballgame was one of the greatest hitters the game has ever seen. He batted .344 lifetime and hit 521 home runs.

Williams wasn’t a stat-padder either, he was a competitor through and through. Going into the final weekend of the 1941 season Williams was hitting .401. His team encouraged him to sit out the last three games to keep his average above .400.

After all, the Red Sox were 17.5 games out of first place and any hopes of catching the Yankees in the pennant race were long dead. Williams refused and went 7-12 in those final games finishing the season at .406, the last player to hit above .400 for a season.

Boo-hoo he never won a World Series. Well, you know what he did win? A World War. Where’s that in your stat sheet?

ST. PETERSBURG, FL – SEPTEMBER 15: Relief pitcher Mike Timlin #50 of the Boston Red Sox pitches against the Tampa Bay Rays during the game on September 15, 2008 at Tropicana Field in St. Petersburg, Florida. (Photo by J. Meric/Getty Images)
ST. PETERSBURG, FL – SEPTEMBER 15: Relief pitcher Mike Timlin #50 of the Boston Red Sox pitches against the Tampa Bay Rays during the game on September 15, 2008 at Tropicana Field in St. Petersburg, Florida. (Photo by J. Meric/Getty Images) /

Option B – 0x All-Star, 0x MVP, 12 Playoff Appearances, 5 Championship Titles

Player Comparison: Mike Timlin

This one is for people who have “There’s no I in team” tattooed on their bicep. Every team needs role players to fill in around their superstars. This player isn’t at the top of their field, but they get to lift the trophy and sip the champagne along with their teammates.

When Mike Timlin signed with Boston prior to the 2003 season, he was already a grizzled vet. He’d already earned two rings at the start of his career a member of the early 90’s Blue Jays squads that went back-to-back in 92-93.

It turned out he had quite a bit left in the tank and went on to pitch 6 seasons in Boston and was a part of both the ’04 and ’07 championship teams. Timlin never got voted to an All-Star game and certainly wasn’t a Cy Young candidate, but he does have 4 World Series rings to flash around whenever he likes.

(And if anyone is fact-checking my own made-up rules to this game, Timlin did spend more years with the Blue Jays, but pitched more innings for the Red Sox…so ha! Loophole city. Egg on your face.)

ST. LOUIS – OCTOBER 27: Derek Lowe, Jason Varitek, Doug Mirabelli and Gabe Kapler of the Boston Red Sox celebrate after winning game four of the 2004 World Series against the St. Louis Cardinals at Busch Stadium on October 27, 2004 in St. Louis, Missouri. The Red Sox defeated the Cardinals 3-0 to win their first World Series in 86 years. (Photo by Brad Mangin/MLB Photos via Getty Images)
ST. LOUIS – OCTOBER 27: Derek Lowe, Jason Varitek, Doug Mirabelli and Gabe Kapler of the Boston Red Sox celebrate after winning game four of the 2004 World Series against the St. Louis Cardinals at Busch Stadium on October 27, 2004 in St. Louis, Missouri. The Red Sox defeated the Cardinals 3-0 to win their first World Series in 86 years. (Photo by Brad Mangin/MLB Photos via Getty Images) /

Option C – 5x All-Star, 0x MVP, 9 Playoff Appearances, 2 Championship Titles

Player Comparison: Jason Varitek

Option C illustrates someone who was a good player on an excellent team over a long period of time but never made the jump to MVP status.

There were a couple of decent options to fit this description: Kevin YoukilisJon Lester, Josh Beckett, but I had to go with the captain on this one. Jason Varitek spent the most time with the Red Sox and unlike Lester and Beckett, earned all his accolades in Boston.

Varitek was never the best player on the team, overshadowed by the likes of Nomar Garciaparra, Manny Ramirez, David Ortiz, and Dustin Pedroia during his 15 seasons with the Red Sox, but he was a fan favorite and an integral part of both the ’04 and ’07 championship teams.

He was a solid player in his own right, making 3 trips to the All-Star game. He also holds the distinction of having caught the most no-hitters, with 4 (Hideo Nomo, Derek Lowe, Clay Buchholz, Jon Lester).

BOSTON, MASSACHUSETTS – SEPTEMBER 08: Starting pitcher Rick Porcello #22 of the Boston Red Sox pitches at the top of the first inning of the game against the New York Yankees at Fenway Park on September 08, 2019 in Boston, Massachusetts. (Photo by Omar Rawlings/Getty Images)
BOSTON, MASSACHUSETTS – SEPTEMBER 08: Starting pitcher Rick Porcello #22 of the Boston Red Sox pitches at the top of the first inning of the game against the New York Yankees at Fenway Park on September 08, 2019 in Boston, Massachusetts. (Photo by Omar Rawlings/Getty Images) /

Option D – 3x All-Star, 1x MVP, 3 Playoff Appearances, 1 Championship Titles

Player Comparison: Rick Porcello

The final option paints a picture of both a player and a team that reached the zenith of the sport but was unable to sustain success. The candle that burns twice as bright burns half as long.

Rick Porcello‘s tenure in Boston conjures mixed feelings from fans. He did win a Cy Young in 2016, albeit controversially. Not that Porcello wasn’t good in 2016, but the only major statistical pitching categories he led the league in that year were wins, and K/BB ratio. Meanwhile, the second-place finalist, Justin Verlander, bested him in nearly every other category including 1st place Cy Young votes.

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Porcello nabbed the award but wasn’t able to replicate his 2016 performance in his final three seasons in Boston. He went from leading the league in wins in 2016 to leading in losses in 2017.

2018 was a bounce back to form for him en route to a World Series title, but the team made it clear they weren’t interested in extending his contract.

He became a free agent after the 2019 season and would eventually sign with the Mets. Unlike the other players on this list, Porcello is still active and very well could win more individual awards and championships. While I wish him all the best, it seems his best years are behind him and the Mets certainly aren’t the club to be at if you want to win a title.

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Verdict: There’s only one correct choice of the options above and that’s option A. Sure it was probably frustrating for Williams to never win it all in his storied career, but he’s also the only player from the above list that is enshrined in the Hall of Fame and has his number retired (although I hope 33 gets added to that list one day). Heroes get remembered, but legends never die.

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