The trade deadline is just one day away. And after another loss Tuesday night, it appears likely the last-place Red Sox will not only be active sellers from now until 4 p.m. Thursday, but some big names could be on the move.

The fire sale began this past weekend when the Sox sent Jake Peavy to the Giants for a pair of pitching prospects. Since then, multiple players within the organization have been involved in trade rumors, including Jon Lester, Andrew Miller, Koji Uehara and a few others.

This certainly isn’t the first time the Red Sox have been active participants in the deadline madness since the turn of the century, for better or worse. The Sox have shown they’re not afraid to make a splash in July to bolster their roster for a playoff push. However, even some of their least notable deals at the time have proven to be the different between a World Series championship and an early exit.

Here are the Red Sox’ top 10 most significant trade deadline moves since 2000.

10. July 30, 2002: Red Sox receive outfielder Cliff Floyd, send right-handers Seung Song and Sun-Woo Kim to the Expos

The Red Sox were in the midst of a pennant race by July 2002 and bolstered their lineup by trading for Floyd. The slugger was a key bat for the Sox, hitting .316/.374/.561 in 47 games and 171 at-bats. But it wasn’t enough to propel the 93-win Red Sox into the postseason, and Floyd left as a free agent after the season.

9. July 31, 2011: Red Sox receive right-handers Erik Bedard and Josh Fields, send catcher Tim Federowicz and right-handers Juan Rodriguez and Stephen Fife to the Dodgers

Bedard, who was acquired from the Mariners in a three-team deal, was supposed to be a nice arm to join the rotation and help the Sox in what looked like an inevitable postseason run. But like the Red Sox of September 2011, Bedard failed to replicate past success. The righty pitched a combined 38 innings over eight starts and finished with a 4.03 ERA before leaving after the season.

8. July 31, 2010: Red Sox receive catcher Jarrod Saltalamacchia, send first baseman Chris McGuiness, right-hander Roman Mendez and catcher Michael Thomas to the Rangers

With Jason Varitek‘s career nearing an end and Victor Martinez‘s contract expiring, the Sox acquired Saltalamacchia to be their catcher for the upcoming future. The deal proved valuable for the Red Sox as Saltamacchia gave them three strong seasons with over 100 games played and was key in their 2013 World Series run. He hit .273/.338/.466 in 121 games for the Sox last season before signing with the Marlins in the offseason.

7. July 31, 2007: Red Sox receive right-hander Eric Gagne, send left-hander Kason Gabbard and outfielders David Murphy and Engel Beltre to the Rangers

The Red Sox strengthened their bullpen at the deadline by adding Gagne, a longtime closer who waived his no-trade clause and agreed to be the setup man for Jonathan Papelbon. Gagne started the year in Texas looking like his old self following two elbow operations and back surgery, but he imploded upon joining the Red Sox. He allowed 14 runs in 18 2/3 innings and blew all three of his save opportunities, proving to be more of a liability out of the bullpen.

The trade, however, proved to be of little consequence because the Red Sox won the World Series that year despite Gagne’s 6.23 ERA in the postseason, and only one player, Murphy, proved to be of any value. Murphy was a key part of the Rangers’ two World Series appearances in his six-plus years with the club. He’s hitting .272/.335/.432 in his big league career and is in his first season with the Indians.

6. July 30, 2013: Red Sox acquire right-handers Jake Peavy and Brayan Villarreal, send shortstop Jose Iglesias to the Tigers and right-handers J.B. Wendelken and Francelis Montas to the White Sox

The Red Sox needed one more reliable starter before they were prepared to make a run at the 2013 World Series, and Peavy was the guy. The Sox acquired Peavy in a three-team deal with the White Sox and Tigers, with their most significant loss being Iglesias, who made a living with his glove but struggled as a hitter.

Peavy proved to be a key part of the rotation for the 2013 stretch run — he posted a 4.04 ERA in 10 regular-season games with the Sox — and started the ALDS clincher against the Rays. Peavy (1-10, 4.71 ERA) saw his career in Boston come to an abrupt end this past weekend when he was dealt to the Giants.

5. July 31, 2003: Red Sox receive right-handers Jeff Suppan, Brandon Lyon and Anastacio Martinez, send second baseman Freddy Sanchez and left-hander Mike Gonzalez to the Pirates

Of the trades on this list, this maight go down as the worst for the Red Sox. The Sox were about to embark on an exciting postseason run, but they needed some extra arms to bolster their pitching depth. They did so by shipping off a pair of promising young talents in Sanchez and Gonzalez in exchange for three pitchers who lasted no more than a few months with the Red Sox.

Suppan had a 5.57 ERA in 11 games for the Sox in 2003, Lyon’s Red Sox career lasted 59 innings as he blew three of 12 save opportunities, and Martinez pitched just 10 2/3 innings for the Sox in 2004. Meanwhile, Sanchez gave the Pirates five good years and helped the Giants to a championship in 2010. He hit .297/.335/.413 for his major career. Gonzalez had four strong seasons out of the pen before battling inconsistencies to hold a 3.14 career ERA.

4. July 31, 2009: Red Sox receive catcher Victor Martinez, send right-hander Justin Masterson, left-hander Nick Hagadone and catcher Bryan Price to the Indians

Not every trade on this list was a clear-cut win or loss for the Red Sox, and their activity at the 2009 deadline was a prime example of that. Varitek and David Ortiz seemingly were on the decline in 2009 and the end of their careers appeared to be in sight. The Sox countered those concerns by acquiring Martinez in exchange for three prospects.

Martinez was solid in his 183 regular-season games with the Red Sox. He was a consistent .300 hitter and was valuable at both catcher and first base. But the Sox also gave up some value in the deal, particularly by trading Masterson. The righty has developed into an ace for the Indians since 2011 despite some recent struggles. Masterson made his biggest impact in 2013, pitching 193 innings over 29 starts and posting a 3.45 ERA and 1.20 WHIP to lead the Indians to a wild card berth.

3. July 31, 2004: Red Sox receive outfielder Dave Roberts, send outfielder Henri Stanley to the Dodgers

At the time, this deal was simply a footnote in many baseball reporters’ notebooks, especially after the splash the Red Sox made that same day by trading iconic shortstop Nomar Garciaparra. But one legendary moment was all it took for Roberts to forever have a place in Red Sox fans’ hearts.

Roberts had just 86 at-bats in 45 regular-season games for the Red Sox, but his stolen base in the ninth inning of Game 4 of the ALCS is considered by many to be the turning point in the Red Sox’ comeback against the Yankees after trailing 3-0 in the series. Roberts left after the 2004 season.

2. July 31, 2008: Red Sox receive outfielder Jason Bay from Pirates, send outfielder Manny Ramirez to the Dodgers and right-hander Craig Hansen and outfielder Brandon Moss to the Pirates

Ramirez will also be remembered for his contributions to the 2004 and 2007 championship teams, along with many other big moments throughout his years with the Red Sox. But by 2008, his antics were getting tiresome. Ramirez got into an altercation with teammate Kevin Youkilis in the dugout during a game, and he infamously shoved traveling secretary Jack McCormick over a ticket dispute. That doesn’t even include the countless hamstring injuries he manufactured for a day off.

The Sox finally decided they had enough. Theo Epstein executed a three-team deal that sent Ramirez to the Dodgers and Hansen and Moss to the Pirates for Bay. Bay proved to be a worthy replacement for Ramirez, hitting .293/.370/.527 in 49 regular-season games and leading the Red Sox to Game 7 of the 2008 ALCS. Bay left via free agency after the 2009 season.

1. July 31, 2004: Red Sox receive shortstop Orlando Cabrera from Expos, first baseman Doug Mientkiewicz from Twins, send shortstop Nomar Garciaparra and outfielder Matt Murton to Cubs

Not only was this the most significant trade deadline deal the Red Sox have made since the turn of the century, but one could argue it was the organization’s most notable transaction since Harry Frazee sold Babe Ruth to the Yankees. There lies the significance of the deal. While selling Ruth effectively began the Sox’ 86-year World Series drought, many point to the Garciaparra trade as the deal that effectively ended it.

There was a time when Garciaparra was an icon in Boston. He won a pair of batting titles and led the Sox to multiple postseason appearances. But with Garciaparra battling an Achilles injury, his contract expiring and the Red Sox middling, Epstein boldly shipped the All-Star to the Cubs in a four-team deal that brought the Sox a pair of defensive aces in Cabrera and Mientkiewicz.

The trade sparked the Red Sox through August and September and all the way through October to help them win their first title since 1918. Cabrera and Mientkiewicz both left the team after the season, but their place in Red Sox history is permanent.

Garciaparra left the Cubs after the 2005 season. He played three seasons with the Dodgers and one with the Athletics before retiring in 2009. Garciaparra still was productive when he played, but he spent much of his final years battling injuries.

Blog Author: 
Nick Canelas

The Red Sox look to salvage a game from their three-game series against the Blue Jays at Fenway Park on Wednesday when they send Brandon Workman to the mound against Mark Buehrle.

Brandon Workman

Brandon Workman

Jon Lester was scheduled to start Wednesday’s game up until Tuesday night when manager John Farrell scratched the left-hander because of the trade rumors involving the Sox ace.

“In light of all the uncertainty surrounding Jon Lester, it’€™s probably in everyone’€™s best interests that he does not make that start, so Brandon will be recalled,” Farrell said after the Sox’ 4-2 loss to the Blue Jays

Workman (1-3, 4.13 ERA) was sent down to Triple-A Pawtucket on July 8 following an 8-3 loss to the White Sox in which he gave up five runs (three earned) on eight hits over seven innings. After looking strong in his first eight starts this season, the righty struggled in his last three, allowing 13 earned runs over 18 innings.

Workman made three starts for Pawtucket following his demotion. He gave up five runs over 16 innings in the three outings. Four of those runs came July 13 in his first start since being sent down.

Wednesday will be Workman’s first career start against the Blue Jays. He tossed three innings of relief against Toronto on Aug. 14, 2013, giving up one run, two hits and two walks to go with four strikeouts.

Buehrle (10-7, 3.19 ERA) has regressed in the last two months after a hot start to the season. The left-hander was 10-1 with a 2.10 ERA following a win over the Royals on June 1. Since then he is 0-6 with a 4.83 ERA, with last Friday being arguably his worst start of the season. Buehrle lasted a season-low three innings against the Yankees, giving up six runs on nine hits in a 6-4 Blue Jays loss.

“Obviously it’s frustrating, big game like this, we needed to come out and try to make a point,” Buehrle said after the game.

“I felt like I made some pitches, they put the ball in play. I made a mistake and they made me pay for it. That’s part of this game. I’ll come in tomorrow, get ready for my next start, just like I did when I was 10-1.”

Buehrle hasn’t faced the Sox since his season went downhill. But even then the lefty had mixed results facing the Red Sox in his two starts against them this season.

Buehrle was roughed up in Toronto on April 25, surrendering seven runs (six earned) on 12 hits over 5 1/3 innings in an 8-1 loss. He bounced back with a strong, seven-inning performance at Fenway Park May 22. He gave up two runs and seven hits and struck out five in a 7-2 Blue Jays win. Buehrle is 9-10 with a 4.46 ERA in 26 games (25 starts) against the Red Sox in his career.

Blue Jays vs. Workman (RHP)

Jose Bautista is hitless in two plate appearances.

Jose Reyes and Munenori Kawasaki are both hitless in their lone plate appearances.

Red Sox vs. Buehrle (LHP)

David Ortiz (84 plate appearances): .316 AVG/.357 OBP/.582 SLG, 4 HR, 9 doubles, 14 RBIs, 5 walks, 9 strikeouts

Dustin Pedroia (43): .375/.405/.475, 4 doubles, 2 RBIs, 2 walks, 4 strikeouts

Jonny Gomes (39): .333/.410/.455, 1 triple, 2 doubles, 5 RBIs, 4 walks, 5 strikeouts

Shane Victorino (31): .214/.233/.357, 1 HR, 1 double, 2 RBIs, 5 strikeouts

Mike Napoli (25): .286/.360/.476, 1 HR, 1 double, 2 RBIs, 3 walks, 6 strikeouts

David Ross (13): .250/.308/.250, 1 RBI, 1 walk, 3 strikeouts

Stephen Drew (12): .364/.417/.636, 1 HR, 2 RBIs, 1 walk, 1 strikeout

Daniel Nava (12): .333/.333/.667, 1 HR, 1 double, 1 RBI, 1 strikeout

Xander Bogaerts (8): .250/.250/.750, 1 HR, 1 double, 1 RBI

Jackie Bradley (6): .400/.500/1.000, 1 triple, 1 double, 1 walk, 1 strikeout

Mike Carp (3): .333/.333/.333

Brock Holt (3): .667/.667/1.000, 1 double

Blog Author: 
Nick Canelas

Amidst the trade rumors and speculation surrounding the Red Sox, it’s easy to forget about what happened on the field Tuesday night.

Xander Bogaerts

Xander Bogaerts

Lost in the shuffle was Xander Bogaerts‘ solo home run, a drive into the Monster seats on a 1-2 cutter from Blue Jays closer Casey Janssen. The shot brought the Red Sox within two runs in the ninth inning, but they would go down in order to end the contest.

Bogaerts finished the night with a pair of hits and a pair of strikeouts, extending his hitting streak to four games. It might not seem like much, but for a young player who has looked lost at the plate during points this summer, it’s progress.

The 21-year-old put together a dismal .106/.149/.159 line with two home runs (his only two extra-base hits) and six walks compared to 33 strikeouts over a stretch of 31 games from June 8 to July 19. While it’s a notably small sample size, he’s turned things around as of late, going 10-for-31 (a .323 average) over his last eight games, dating back to the beginning of the Red Sox‘ last road trip. He’s put together three multi-hit showings over that span. Has something begun to click for Bogaerts?

“I’m just trying to put a good swing on the ball, trying to drive the ball instead of just touching it,” Bogaerts said of his recent performance.

Maybe it’s working. Bogaerts has just three extra-base hits over his last 33 games, but two of those have come in the last week.

While he’s hit for a higher average over the last week or so, the problems that have plagued him over the course of the season remain. The glaring lack of walks and the uptick in strikeouts stands out. He’s fanned in 28 percent of plate appearances over the last 33 games, while he’s worked just four free passes. He’s gone without a walk in his last nine contests.

But while the season may feel like a bit of a lost cause with the Red Sox so far out of playoff contention, two months is a good chunk of time for Bogaerts to turn around his rookie campaign. Tuesday night represented a good start. With the Red Sox out of the postseason hunt, the remaining 46 games of the season will give them a chance to get a good look at some young players, Bogaerts included.

“Two months of the season left you can do a lot,” Bogaerts said. “It’s just a matter of time and putting up good at-bats.”

Blog Author: 
Katie Morrison

As he arrives at a career crossroads, Jon Lester has never seemed more comfortable. (AP)Forest through the trees. 

The atmosphere in the Red Sox clubhouse was eerily somber following the team’€™s 4-2 loss at the hands of the Blue Jays Tuesday night. However, this aura of disappointment was not due to the numbers on the scoreboard, but rather the growing realization that one of the Red Sox‘€™ most beloved players might not be at their locker the following morning.

Red Sox manager John Farrell confirmed after the game that Jon Lester, who has been the focus of trade rumors for the past few weeks, would not make his scheduled start Wednesday, further adding to the belief that the southpaw’€™s days in Boston are numbered. One general manager told’€™s Rob Bradford that a deal could be struck as soon as Wednesday morning.

While Lester’€™s performance on the mound (10-7, 2.52 ERA, 1.12 WHIP) will be impossible for Boston to replicate if he is indeed dealt, the possibility of losing the lefty’s presence in the clubhouse struck a much deeper chord with some of his teammates.

For veteran leaders like Dustin Pedroia and David Ortiz, the impact of Lester’€™s potential departure goes far beyond the box score.

“€œIt’€™s tough. We’€™re not teammates, we’€™re family,” Pedroia said. “It’€™s something that you don’€™t like going through.  It makes you feel worse. We don’€™t want to be in this position. … We should be adding instead of subtracting, so hopefully he’€™s here.”

Pedroia continued: “We got a big game to play and we want him pitching it. … It would be tough to see him in another uniform.”

“œLester is like a brother to me. [Pedroia] was right, we’€™ve been together for a long period of time,”€ Ortiz added. “Just because of the fact that all of these trade rumors are going around and him being scratched tomorrow, it can get a little complicated. We’€™ll see how that works.”

Trade talks revolving around Lester began to generate this month after contract talks between the left-hander and the team failed to generate much progress.

“€œIt’€™s surprising, but what can I say,”€ Ortiz said in regards to the contract negotiations. “€œThis game, you never know what’€™s going to happen -€“ you never know what’€™s next.”

While Pedroia would not comment on how he felt the negotiations between both parties were handled, he once again reinforced his support of his teammate.

“I don’€™t make those moves, man,” €œPedroia said. “I’€™m just here to support Jon as a teammate.  Every time he takes the ball, we’€™ve got a great chance of winning. I don’€™t think about the other stuff – I can’€™t control that.”

Lester has endeared himself to his teammates, coaches and fans during eight-plus seasons in Boston, becoming one of the faces of the Red Sox over the last decade due to his production on the hill (110-63, 3.64 ERA), postseason heroics (2.11 ERA in 13 playoff appearances, two World Series titles), as well as his fight against anaplastic large cell lymphoma in 2006 and his resulting comeback.

“€œI mean, of course you want to keep Lester around and continue playing together with him. He’€™s one of the best pitchers in the game, no question about it,” Ortiz said. “It [would be] frustrating just seeing him going somewhere else. … We don’€™t want to go ahead of what is going on, we got to wait to see what’€™s going to happen.”

Baseball has little time for reflection during a grueling 162-game season, as Boston has to take the field Wednesday night to try to avoid a Toronto sweep. But for Pedroia, it will be hard not to dwell on his close friend’s future in Boston over the coming days.

“I really don’€™t think to far ahead,”€ Pedroia said. “I kind of live minute by minute, but I hope in a couple days, he’€™s here. … I’€™m hoping I open the door and he’€™s in there.”

Blog Author: 
Conor Ryan

With trade winds blowing around Jon Lester, the Red Sox have scratched the left-hander from his scheduled start on Wednesday against th

With trade winds blowing around Jon Lester, the Red Sox have scratched the left-hander from his scheduled start on Wednesday against the Blue Jays.

Jon Lester has been scratched from his scheduled start on Wednesday, and could be dealt by Wednesday morning. (AP)

Jon Lester has been scratched from his scheduled start on Wednesday, and could be dealt by Wednesday morning. (AP)

With trade winds blowing around Jon Lester, the Red Sox have scratched the left-hander from his scheduled start on Wednesday against the Blue Jays. The team will recall Brandon Workman from Triple-A Pawtucket.

“In light of all the uncertainty surrounding Jon Lester, it’s probably in everyone’s best interests that he does not make that start, so Brandon will be recalled,” Red Sox manager John Farrell said after Tuesday’s 4-2 loss by the Red Sox to the Blue Jays. “There will be a corresponding move roster-wise at some point tomorrow.”

That corresponding move, of course, could be a trade that sends Lester elsewhere. The 30-year-old — amidst a season in which he’s 10-7 with a 2.52 ERA — represents one of the foremost chips on the market.

One general manager who has checked in with the Red Sox said that it was looking like a deal would be done either on Tuesday night or Wednesday morning. Industry sources suggest that some teams that had been involved in talks for the pitcher are exiting the running for his services, including the two AL East teams — the Orioles and Blue Jays — that had been kicking the tires on the pitcher.

Blog Author: 
Rob Bradford and Alex Speier

In what has been a Jekyll-and-Hyde season for Red Sox starter Rubby De La Rosa, an unsightly 6.04 road ERA (four starts) has been balanced by a stellar track record in the friendly confines of Fenway Park.

In what has been a Jekyll-and-Hyde season for Sox starter Rubby De La Rosa, an unsightly 6.04 road era (four starts) has been balanced by a stellar track record in the friendly confines of Fenway Park.

Entering Tuesday’€™s game against Toronto, De La Rosa had compiled a 3-0 record with a 1.38 ERA in four starts at Fenway -€“ the lowest home ERA of any AL pitcher with at least four home starts this season.

Unfortunately for De La Rosa and the slumping Red Sox, the young right-hander could not add to his impressive track record at home Tuesday night, as De La Rosa and the Sox fell to the Blue Jays, 4-2.

De La Rosa improved from his previous outing against Toronto Thursday (seven runs over four innings) but still labored on the mound, surrendering three earned runs off of nine hits in six innings of work. After compiling a 2.64 ERA in his first seven starts this season, De La Rosa has posted an ERA of 8.10 in his last two outings.

At the plate, the Boston lineup could do little against Toronto starter Marcus Stroman. The 23-year-old pitcher -€“ who carried a no-hitter into the seventh inning in his last outing against Boston Thursday -€“ held the Red Sox to just one run and five hits over seven innings.

After scoring a season-high 14 runs on July 21, the Red Sox have only scored 17 runs over their last 8 games.

The Blue Jays managed to add on an insurance run in the top of the ninth off of Junichi Tazawa, and while Xander Bogaerts added a solo home run in the bottom of the ninth, the Blue Jays were able to hold the lead and seal the victory.

With the loss, the Red Sox fall to 48-59 on the year and have lost seven of their last eight games.


– One of De La Rosa’€™s strengths this season has been his ability to maneuver out of jams with little to no damage reflected on the scoreboard. Entering Tuesday’€™s game, opponents were hitting jut .158 (3-for-19) with two outs and RISP against De La Rosa this season.

De La Rosa could not continue that trend Tuesday, as the 25-year-old righty surrendered an RBI double to Toronto’€™s No. 9 hitter, Anthony Gose, in the fourth inning, scoring Colby Rasmus and Juan Francisco from second and third, respectively.

Mike Carp, starting at first in place of Mike Napoli, did little to impress any potential trade suitors as the July 31 trade deadline draws closer, finishing the night 0-for-3 at the plate. Carp is now hitting .198 on the year with no home runs and nine RBIs.

– Boston continued their season-long struggle of coming through with a clutch hit, as the Red Sox left eight runners on base against Toronto. Boston is hitting just .148 (7-for-48) with RISP over its last eight games.


– After enduring a 0-for-17 skid from July 18 -€“ July 22, it seems like Dustin Pedroia has finally found his swing once again. Pedroia drove in Boston’€™s only run of the game in the third inning after lacing a 93mph fastball from Stroman off the Green Monster, scoring Brock Holt from second and tying the game, 1-1. The Sox second baseman finished the night 2-for-4 and has now hit safely in five of his last six games (.400, 8-for-20).

–  Holt returned to his productive ways at the top of the Red Sox lineup, going 2-for-5 with a double. Holt had been mired in a 1-for-23 (.043) slump entering Tuesday’s game.

Xander Bogaerts made things interesting in the ninth, blasting his eight home run of the season into the Green Monster seats off of Toronto closer Casey Janssen. Bogaerts collected two hits in the game and now has a brief four-game hit streak.

Blog Author: 
Conor Ryan