Ben Cherington

Red Sox general manager Ben Cherington begins second roster overhaul

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For the second time in 22 months, Ben Cherington must find a way to turn a last place team into a winner — and fast.

Boston isn’t a patient place. Long, gradual improvements don’t go over well for a fan base which has enjoyed three world championships in the last 10 years and pays some of the highest ticket prices in the game.

Rebuilding? That’s for other teams in other cities.

In Boston, the turnaround has to be on-the-fly, with little time elapsing before an also-ran becomes a title contender again.

After the disastrous 2012 season, when the Sox finished with their worst record since the mid-1960s, Cherington took an aggressive approach to off-season.

He re-invested the massive financial savings that came out of the mega-deal with the Los Angeles Dodgers into solid major league free agents in their prime.

The plan worked like a charm then, as the Red Sox improbably went from last to first by winning the World Series in 2013.

On Thursday, Cherington began his second overhaul in much the same way.

He shipped out Jon Lester, Jonny Gomes, John Lackey, Andrew Miller and Stephen Drew, but instead of accumulating a host of prospects, mostly focused on obtaining proven, established players in return.

Throughout, Cherington was guided by one principle: “To be as good as we can, as quickly as we can.”

In the off-season that followed 2012, the Sox targeted the likes of Mike Napoli, Shane Victorino, David Ross, Ryan Dempster, Gomes and Drew.

He wasn’t interested in stockpiling more potential and waiting to see if the talent evaluations were on-target.

It was the same approach on Thursday. He didn’t look for the best high-ceiling, low-cost prospect from the A’s in dealing Lester and Gomes. Instead, he received a 28-year-old power-hitting outfielder, who himself is under control only through the end of next season.

And when he shipped out Lackey to the Cardinals, owners of one of the best and deepest farm systems, he didn’t hold out for blue-chippers Oscar Tavares or Carlos Martinez or Stephen Piscotty. He opted for Allen Craig, 30, and Joe Kelly, 26, both part of the Cardinals team that faced the Sox in the World Series last October.

Why? Because Cherington was in a hurry.

The Red Sox aren’t the Rays, whose best return for ace David Price was an 18-year-old shortstop at Single A. No, the Red Sox intend to try to win next year.

Potential? The Sox already have plenty of that, especially starting pitching (Anthony Ranaudo, Matt Barnes, Allen Webster, Rubby De La Rosa, Henry Owens, Brandon Workman) and left-side infield help (Garin Cecchini, Deven Marrero).

No, what they wanted was a short-cut. The two biggest trades that Cherington pulled off were old-fashioned baseball trades.

You have pitching? We need hitting.

You need hitting? We have pitching.

And so, deals were born, though they weren’t easy to execute.

“Prospect deals are typically easier to pull off,” said Cherington. “Most of the time, you’re getting calls from contenders and it’s tough to get proven major leaguers from contenders because it doesn’t typically make sense to give up proven major leaguers if you’re contenders.

“But I think the quality of our guys (being shopped) and the fact that they’re playoff tested and recently playoff-tested. As far as the return, time will tell. We’re happy with what we did. We think it fits with what we’re trying to do, which is to focus on major league or near-ready major league talent.

But as painful as it was to get to this point, we really wanted to see if we could take advantage of the unfortunate circumstances and make it into something better.”

There’s more to do, of course. Either by packaging some of their own prospects or by signing free agents, the Red Sox need more established starting depth this winter. It would be foolish to head into next season with the fragile Clay Buchholz and the still improving Kelly as their own experienced starters.

But this much is clear: the club’s offense is vastly improved over the last 24 hours and so is its own inventory of young pitching.

There’s no guarantee that they can execute another quick turnaround. But they determined Thursday that there was only one way to try: to do what worked when they were faced with the same challenge two years earlier.

Orioles are eying Welington Castillo as their primary catcher target

BALTIMORE, MD - SEPTEMBER 25: Welington Castillo #7 of the Arizona Diamondbacks warms up prior to taking an at bat against the Baltimore Orioles in the second inning at Oriole Park at Camden Yards on September 25, 2016 in Baltimore, Maryland. (Photo by Matt Hazlett/Getty Images)
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A report from the Baltimore Sun’s Dan Connolly suggests that free agent catcher Welington Castillo currently tops the Orioles’ list of potential backstop targets for the 2017 season. With Matt Wieters on the market, the Orioles lack a suitable platoon partner for Caleb Joseph behind the dish, and Connolly adds that the club has been discussing a multi-year deal with Castillo’s representatives since the Winter Meetings.

Castillo batted .264/.322/.423 with the Diamondbacks in 2016, racking up 14 home runs and driving in a career-high 68 RBI in 457 PA. His bat provides much of his upside, and Connolly quoted an anonymous National League scout who believes that the 29-year-old’s defensive profile has fallen short of his potential in recent years.

For better or worse, both the Orioles and Castillo appear far from locking in a deal for 2017. Both the Rays and Braves have expressed interest in the veteran catcher during the past week, while the Orioles are reportedly considering Wieters, Nick Hundley and Chris Iannetta as alternatives behind the plate.

Report: Phillies agree to minor league deal with Daniel Nava

KANSAS CITY, MO - SEPTEMBER 12:  Daniel Nava #12 of the Kansas City Royals bats during the game against the Oakland Athletics at Kauffman Stadium on September 12, 2016 in Kansas City, Missouri.  (Photo by Jamie Squire/Getty Images)
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The Phillies reportedly signed veteran outfielder Daniel Nava to a minor league contract, according to Matt Gelb of the Philadelphia Inquirer.

Nava began the season on a one-year contract with the Angels, during which he slashed .235/.309/.303 through 136 PA in the first half of 2016. He was flipped to the Royals in late August for a player to be named later and saw the remainder of his year go down the drain on an .091 average through 12 PA in Anaheim. After getting the boot from the Angels’ 40-man roster in November, the 33-year-old outfielder elected free agency.

Nava is expected to compete for a bench role on the Phillies’ roster in the spring. As it currently stands, the club’s projected 2017 outfield features Howie Kendrick and Odubel Herrera, with precious little depth behind them. Nava’s bat is underwhelming, but at the very least he offers the Phillies a warm body in left field and a potential platoon partner for one of their younger options, a la Tyler Goeddel or Roman Quinn.