Pain of losing Lester cuts deep

ByGORDON EDES
August 1, 2014, 1:58 AM

— -- BOSTON -- Yoenis Cespedes is both showman and shaman, bringing muscle and magic to a team sorely lacking in both. He will hit home runs that remind you of Manny and uncork throws rivaling those of Bo, and adoring Sox fans will soon sport T-shirts that say "Cespedes for the Rest of Us," paying tribute to the Cuban-born outfielder and "Seinfeld" simultaneously.

But for all the excitement Cespedes is sure to bring to Yawkey Way, it is hard to shake the notion that in the end, Cespedes will prove to be nothing more than a powerful anesthetic. And it will take more than Cespedes to mask the pain of losing Jon Lester, the best left-hander ever to wear a Sox uniform not named Ruth or Grove.

A team that won three World Series in 10 years because it had pitchers named Schilling and Pedro and Lowe in 2004, Beckett and Lester and Daisuke in 2007, and Lester and Lackey and Buchholz in 2013, now would have you believe that you can trade away four-fifths of a championship rotation and expect to contend the following season.

This is not a knock on general manager Ben Cherington and his lieutenants, who worked sleepless nights to extract the best return they could in deals for Lester and John Lackey, Lester going to Oakland for outfielder Cespedes and a competitive-balance draft pick, and Lackey going to St. Louis for pitcher Joe Kelly and outfielder/first baseman Allen Craig. Cherington also traded lefty setup man Andrew Miller to the Orioles for promising lefty Eduardo Rodriguez, and dumped shortstop Stephen Drew on the Yankees, allowing Xander Bogaerts to go back to the position he was promised.

And this is not to gloss over the deficiencies of a rotation in which Felix Doubront crashed and burned and Jake Peavy, for all his competitive zeal, won a single game in almost four months.

But still, it should not have come to this. We should not be contemplating a scenario in which Lester and Lackey return to the World Series this October, not as teammates but facing each other, Lester for the Athletics, Lackey for the Cardinals.

Cherington and manager John Farrell both said this week that the Sox were committed to winning again as quickly as possible, returning to contender status next season. But there simply is no rational way to argue that cutting ties with Lester and Lackey was the best way to do so.

Lester deserved better. He began with this team, he beat cancer with this team, he won for this team, he endured slings and arrows for this team, he became a man for this team, he was a two-time champion for this team. He created no waves, touched off no controversy. He was a model, as Farrell said earlier this week, of how a player should act during contract negotiations that so often foster ill will and hard feelings.

It wasn't a one-way street. The Sox stood by him during his trials, and treated his family with generosity and class. That's part of the reason he made no secret of his desire to stay. He knew all the benefits that derive from playing for the Red Sox. This was home. This is where he felt he belonged.

But the Sox, burned by the seven-year contracts they bestowed on the ill-fitting Adrian Gonzalez and Carl Crawford, have taken a pledge not to be fooled again. Despite the payroll flexibility to do so, and a fan base that pays a premium in expectation that it will be rewarded with the best, the Sox drew a line in the sand with Lester.

John W. Henry is fundamentally right that six-year contracts for players north of 30 are never a good idea. The game is littered with examples of how utterly foolhardy they can be. Maybe it will take a big-market owner or two to force the industry to reassess how they do business. Except in a business as awash in cash as baseball is these days, no one seems to mind much.

But Lester possesses all the traits of the exception to that rule -- strong and durable and dependable, and a pitcher already transitioning from the power thrower of his youth to the master craftsman he is today.

How do the Sox replace Lester? To Cherington's credit, he has assembled as talented and deep a group of pitching prospects as the Red Sox have ever had. But they are simply that -- prospects. If one or two of the group flourish in the big leagues, the Sox will be ahead of the game. You don't win pennants with prospects on the hill. Dave Dombrowski is collecting Cy Young Award winners (three of them) in Detroit. Billy Beane in Oakland has added two aces in the span of 3 1/2 weeks. Ned Colletti paid $300 million for the spiritual descendant of Sandy Koufax in Los Angeles, Clayton Kershaw.

The Sox and Cherington, meanwhile, are countering with maybes. Joe Kelly? Some promise, to be sure, but if he was still with St. Louis when Lackey joined the team, he's the guy who likely would have lost his spot in the rotation.

Cherington admitted Thursday the club will be in the market for starting pitching, either via trade or free agency, in the offseason.

Talk to certain people, and they will tell you that the Red Sox are truly planning to make a full-court attempt to re-sign Lester as a free agent, maybe even give him the five- or six-year deal he is seeking, paying him an average of $23 million a year.

Pull that off, and Sox owners are now the smartest guys in the room. They flipped Lester to acquire Cespedes, and then got Lester back, too. Pure genius.

Except there is no reason whatsoever to believe it is anything but wishful thinking. Name one thing the Sox have done to this point with Lester that would make you believe they will execute that plan. The low-ball $70 million offer in the spring? The inability to communicate a willingness to make a market-based offer? The embrace Henry gave Lester as the pitcher left the ballpark on Thursday?

Never mind that by allowing him to reach free agency, Lester is liable to receive offers that will dwarf the parameters of the deal the Sox supposedly will offer, especially because, as a player traded in midseason, any team that signs him will not have to surrender a draft pick as compensation.

So, the Red Sox will offer bread and circus and Cespedes, at least for the one year he has before he, too, can declare free agency. And Lester will take his winner's pedigree to Oakland, and Lackey his to St. Louis, and win some more.