Boston Red Sox: Theo Epstein's 10 Worst Decisions as General Manager

Adam MacDonald@adammacdoAnalyst IIJune 3, 2011

Boston Red Sox: Theo Epstein's 10 Worst Decisions as General Manager

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    Some people rave about Theo Epstein. He is the young, handsome, Yale-educated wunderkind who masterminded two World Series championships and finally broke the Curse.

    It is true he has made some good moves. The signing of Jon Lester and Dustin Pedroia to relatively low-paying contracts has worked out great. He also acquired Adrian Gonzalez without giving up any notable major-league players.

    But there are other decisions that have not worked out so well for Epstein and the Red Sox. Here, we take a look at 10 of the worst.

Why Eric Gagne Is Not on This List

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    Gagne was an unmitigated disaster. He had a 1.88 WHIP and an earned run average of 6.75 in 18 innings after he was acquired from Texas.

    But in 33.1 IP with the Rangers, Gagne had been great, with an ERA of just 2.16. The Red Sox were making a run at the postseason, and while they were not crying out for bullpen help, another arm is always good. The reasons behind the trade were sound; the end result was borderline embarrassing.

The Gorilla Suit

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    On October 31, 2005, Theo Epstein resigned as GM, only to return two-and-a-half months later. In his absence, incidentally, the Red Sox acquired Josh Beckett and Mike Lowell from the Florida Marlins, a move Theo probably would have been loathe to make since it meant parting with prospect Hanley Ramirez.

    The fact he resigned and returned is a little unusual, but there is nothing wrong with it. Epstein's crime was driving away from Fenway Park dressed in a gorilla costume to avoid the press and fans. Just as Doug Mirabelli's police escort is still a source of derision, Theo's Hallowe'en dress-up is still a ridiculous, sorry chapter in his tenure as GM.

    However, there are no photos of him in the suit. Alas.

Letting Alex Gonzalez Leave

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    Theo Epstein has struggled to find a solution at shortstop. He had fan favourite Nomar Garciaparra but traded him at the deadline in 2004. He was replaced with former Expo Orlando Cabrera, who was electric in the postseason en route to Boston’s first championship in 86 years. Then began the revolving door.

    Edgar Renteria, Alex Gonzalez, Alex Cora, Julio Lugo, Nick Green, Jed Lowrie and Marco Scutaro have all tried their hand at short, and none has entrenched himself at the position. Lowrie has made the best stab at it of late, but his time there will not last long with Jose Iglesias coming up through the minors.

    The best shortstop the Red Sox had in that time was Gonzalez. Offensively, he was poor. Very poor. But with the glove, one could argue that there was no one better in the game. Epstein let him walk too.

Edgar Renteria

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    Speaking of shortstops, we have Edgar Renteria.

    The Sox looked set with Orlando Cabrera—who is still playing well in Cincinnati—but they let him walk after 2004 and traded for Renteria.

    He was not atrocious like Gagne, but he was far from good. A .276 average, his lowest home run total in seven years and seven stolen bases (75 percent below his career average) was not what Theo had envisioned, and Renteria did not return for 2006.

J.D. Drew

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    Is there a more infuriating player in baseball today than J.D. Drew? He has everything you could want as a player: a good team, a great contract and bucketloads of talent. The problem is he doesn’t care.

    Or, at least, he does not appear to. Drew just never seems to give it his all when he is on the field. He is not on the field as often as you would like either, since he has asked out of games with "hamstring tightness" or "a sore neck" more times than one can count. With Boston he has never hit 25 home runs in a season, and his high in RBI is 68.

    But he had that grand slam against Cleveland in 2007, right? So he must be worth the $14 million a year.

Letting Alex Gonzalez Leave Again

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    Fool me once, shame on you. Fool me twice, shame on me.

    The Red Sox knew exactly what they were missing in Gonzalez and brought him back in 2009. Again, he performed well, but Epstein elected not to sign him after the season. The next year, he hit career highs in home runs (23) and RBI (88) with Toronto.

Julio Lugo

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    .251 average, 10 home runs and 101 batted in. That would be bad for one season, but those are Lugo’s totals in his three years in Boston. That stellar production cost the Red Sox $35.6 million.

Mike Cameron

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    You have a good center fielder in Jacoby Ellsbury and a spare $9 million a year in the bank. What do you do? Of course, you go out and sign 37-year-old CF Mike Cameron.

    For short money and as a backup, that is a fine signing. But no. Theo Epstein inked him to a two-year, $18 million deal and moved Ellsbury to left, with the intention of bringing him back to CF in a few years’ time.

    It did not make sense then. It makes even less now. Cameron was injured last year and has been terrible in 2011. Quelle surprise.

John Lackey

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    Sure, it is early days. Last year, with his 4.40 ERA, Lackey was awful but could just have been acclimatising to a new team and new division. This year, his wife is battling breast cancer, and playing baseball is probably the last thing he wants to do.

    It is still a terrible signing, though, especially to a five-year, $82.5 million contract.

Letting Victor Martinez Leave

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    We all thought Victor was going to command a huge contract when he was a free agent last winter. In the end, he signed a rather tame four-year, $50 million deal with the Detroit Tigers.

    He was not going to be able to catch for much longer, of course; Detroit is using him as a full-time DH right off the bat. But he could have taken over the DH role when David Ortiz left or even just platooned at catcher for a few years.

    A part-time Victor Martinez, who had the highest batting average against lefties in all of baseball last year, or a part-time Jarrod Saltalamacchia: Which would you rather have?

Daisuke Matsuzaka

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    Matsuzaka has brought the Red Sox quite a lot (and no, not just a migraine). In terms of marketing and sponsorship he has been a valuable commodity. He had a brilliant 18-3 record and 2.90 ERA in 2008 and at times since then has shown glimpses of his potential to be a dominant pitcher in North America.

    Unfortunately, he is the only player who would rival J.D. Drew for the title of "most infuriating." He takes ages to throw a pitch, and when he does, he is afraid of throwing strikes. He could go out and pitch a one-hitter but five days later give up seven runs in the first inning. Even with the off-the-field upside, he has not been worth the $100 million investment.