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Breaking Bad: Unceremonious Boston Sports Breakups

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Actor Will Smith and his wife Jada Pinkett
So maybe Joe Thornton wasn't the best captain in the world, and maybe the Bruins needed a roster shakeup to become a contending team. But when Mike O'Connell shipped Thornton to San Jose and got just Wayne Primeau, Marco Sturm and Brad Stuart in return, it was both shocking and embarrassing for the Bruins. (Photo by Mike Stobe/Getty Images)
  • Tim Thomas, Boston Bruins, 2013
    Tim%20Thomas%2C%20Boston%20Bruins%2C%202013
    Just%20one%20season%20after%20leading%20the%20charge%20as%20the%20Bruins%20ended%20a%2039-year%20Stanley%20Cup%20drought%2C%20Tim%20Thomas%26%238217%3B%20career%20with%20the%20Black%20and%20Gold%20is%20over%2C%20as%20the%20Bruins%20traded%20him%20to%20the%20NY%20Islanders.%20As%20a%20result%2C%20many%20fans%20have%20turned%20on%20the%20man%20who%20was%20a%20sports%20hero%20just%20a%20year%20ago.%0A%0AWhile%20Thomas%26%238217%3B%20tale%20is%20interesting%2C%20he%26%238217%3Bs%20far%20from%20the%20only%20athlete%20to%20have%20an%20unceremonious%20breakup%20with%20Boston.%20Whether%20it%20was%20a%20crowd%20favorite-turned-villain%2C%20whether%20a%20franchise%20player%20never%20ever%20should%20have%20left%2C%20or%20whether%20the%20player%20or%20coach%20fell%20quickly%20into%20the%20bad%20graces%20of%20the%20front%20office%2C%20here%26%238217%3Bs%20a%20look%20at%20some%20notable%20Boston%20sports%20departures.%20%28Photo%20by%20Jim%20Rogash%2FGetty%20Images%29
    Just one season after leading the charge as the Bruins ended a 39-year Stanley Cup drought, Tim Thomas' career with the Black and Gold is over, as the Bruins traded him to the NY Islanders. As a result, many fans have turned on the man who was a sports hero just a year ago.

While Thomas' tale is interesting, he's far from the only athlete to have an unceremonious breakup with Boston. Whether it was a crowd favorite-turned-villain, whether a franchise player never ever should have left, or whether the player or coach fell quickly into the bad graces of the front office, here's a look at some notable Boston sports departures. (Photo by Jim Rogash/Getty Images)
    Babe Ruth, Boston Red Sox, 1919
    Babe%20Ruth%2C%20Boston%20Red%20Sox%2C%201919
    Babe%20Ruth%20is%20one%20of%20the%20greatest%20baseball%20players%20in%20history.%20He%20could%20have%20been%20remembered%20as%20a%20great%20Boston%20Red%20Sox%20player%2C%20but%20instead%20he%20became%20synonymous%20with%20the%20New%20York%20Yankees.%20%28Photo%20by%20Jim%20McIsaac%2FGetty%20Images%29
    Babe Ruth is one of the greatest baseball players in history. He could have been remembered as a great Boston Red Sox player, but instead he became synonymous with the New York Yankees. (Photo by Jim McIsaac/Getty Images)
    Bobby Orr, Boston Bruins, 1976
    Bobby%20Orr%2C%20Boston%20Bruins%2C%201976
    Bobby%20Orr%2C%20the%20greatest%20hockey%20player%20to%20ever%20lace%20up%20a%20pair%20of%20skates%2C%20never%20should%20have%20left%20the%20Boston%20Bruins.%20Thanks%20to%20his%20sneaky%20agent%2C%20Alan%20Eagleson%2C%20he%20did%2C%20though%20only%20for%20two%20injury-plagued%20seasons%20with%20the%20Blackhawks.%20%28Photo%20by%20Elsa%2FGetty%20Images%29
    Bobby Orr, the greatest hockey player to ever lace up a pair of skates, never should have left the Boston Bruins. Thanks to his sneaky agent, Alan Eagleson, he did, though only for two injury-plagued seasons with the Blackhawks. (Photo by Elsa/Getty Images)
    Carlton Fisk, Boston Red Sox, 1981
    Carlton%20Fisk%2C%20Boston%20Red%20Sox%2C%201981
    Carlton%20Fisk%20was%20and%20still%20is%20a%20Red%20Sox%20legend%2C%20but%20a%20%26%238220%3Bmistake%26%238221%3B%20by%20Haywood%20Sullivan%20in%20offering%20Fisk%20a%20contract%20allowed%20the%20Hall%20of%20Fame%20catcher%20to%20leave%20via%20free%20agency.%20Those%2013%20seasons%20with%20the%20White%20Sox%20remain%20as%20a%20painful%20reminder%20for%20all%20Red%20Sox%20fans.%20%28Photo%20by%20Jim%20McIsaac%2FGetty%20Images%29
    Carlton Fisk was and still is a Red Sox legend, but a "mistake" by Haywood Sullivan in offering Fisk a contract allowed the Hall of Fame catcher to leave via free agency. Those 13 seasons with the White Sox remain as a painful reminder for all Red Sox fans. (Photo by Jim McIsaac/Getty Images)
    Roger Clemens, Boston Red Sox, 1996
    Roger%20Clemens%2C%20Boston%20Red%20Sox%2C%201996
    Red%20Sox%20GM%20Dan%20Duquette%20famously%20declared%20Clemens%20to%20be%20in%20the%20%26%238220%3Btwilight%26%238221%3B%20of%20his%20career%2C%20but%20the%20flamethrower%20went%20on%20to%20win%20162%20more%20games%20and%20four%20Cy%20Young%20Awards%20after%20leaving%20the%20Red%20Sox.%20Of%20course%2C%20some%20of%20that%20%28or%20all%20of%20it%29%20was%20with%20the%20help%20of%20some%20chemicals%20%28allegedly%29%2C%20so%20it%26%238217%3Bs%20hard%20to%20fault%20the%20organization%20too%20much%20for%20letting%20Clemens%20go.%20%28Photo%20by%20Rick%20Stewart%2FAllsport%2FGetty%29
    Red Sox GM Dan Duquette famously declared Clemens to be in the "twilight" of his career, but the flamethrower went on to win 162 more games and four Cy Young Awards after leaving the Red Sox. Of course, some of that (or all of it) was with the help of some chemicals (allegedly), so it's hard to fault the organization too much for letting Clemens go. (Photo by Rick Stewart/Allsport/Getty)
    Rick Pitino, Boston Celtics, 2001
    Rick%20Pitino%2C%20Boston%20Celtics%2C%202001
    Head%20coach%20Rick%20Pitino%20arrived%20as%20coach%20and%20president%20of%20the%20storied%20Celtics%20organization%20with%20much%20fanfare%20%28and%20a%20%2470%20million%20contract%29.%20And%20he%20tried%20to%20rewrite%20the%20story%20completely.%20From%20forcing%20Red%20Auerbach%20out%20of%20the%20basketball%20operations%20to%20some%20truly%20lousy%20basketball%2C%20the%20Pitino%20era%20was%20one%20of%20the%20worst%20in%20Celtics%20history.%20%28Photo%20by%20Dick%20Raphael%2FNBAE%20via%20Getty%20Images%29
    Head coach Rick Pitino arrived as coach and president of the storied Celtics organization with much fanfare (and a $70 million contract). And he tried to rewrite the story completely. From forcing Red Auerbach out of the basketball operations to some truly lousy basketball, the Pitino era was one of the worst in Celtics history. (Photo by Dick Raphael/NBAE via Getty Images)
  • Lawyer Milloy, New England Patriots, 2003
    Lawyer%20Milloy%2C%20New%20England%20Patriots%2C%202003
    Laywer%20Milloy%20may%20not%20have%20been%20the%20biggest%20star%20on%20the%20Patriots%2C%20but%20when%20he%20was%20cut%20just%20before%20the%202003%20season%20began%2C%20it%20sent%20shockwaves%20throughout%20New%20England.%20Some%20fans%20and%20media%20said%20Bill%20Belichick%20had%20lost%20his%20mind%2C%20while%20others%20said%20Milloy%20wanted%20too%20much%20money%20and%20was%20expendable.%20Milloy%20would%20go%20on%20to%20play%20eight%20more%20seasons%2C%20while%20the%20Patriots%20would%20win%20the%20next%20two%20Super%20Bowls.%20%28Photo%20by%20Al%20Bello%2FGetty%20Images%29
    Laywer Milloy may not have been the biggest star on the Patriots, but when he was cut just before the 2003 season began, it sent shockwaves throughout New England. Some fans and media said Bill Belichick had lost his mind, while others said Milloy wanted too much money and was expendable. Milloy would go on to play eight more seasons, while the Patriots would win the next two Super Bowls. (Photo by Al Bello/Getty Images)
    Nomar Garciaparra, 2004, Boston Red Sox
    Nomar%20Garciaparra%2C%202004%2C%20Boston%20Red%20Sox
    For%20most%20of%20his%20eight-plus%20seasons%20with%20the%20Red%20Sox%2C%20Nomar%20Garciaparra%20was%20regarded%20as%20a%20local%20legend.%20However%2C%20he%20bought%20his%20way%20out%20of%20town%20by%20turning%20down%20a%20multi-million%20dollar%20extension%2C%20claiming%20the%20grounds%20crew%20at%20Fenway%20botched%20the%20infield%20so%20he%26%238217%3Bd%20make%20more%20errors%20and%20sitting%20out%20a%20crucial%20game%20at%20Yankee%20Stadium%20while%20Derek%20Jeter%20was%20diving%20into%20the%20stands.%20Theo%20Epstein%20traded%20Nomar%20away%2C%20and%20three%20months%20later%2C%20an%2086-year-old%20World%20Series%20drought%20ended%20in%20Boston.%20%20%28Photo%20by%20Jamie%20Squire%2FGetty%20Images%29
    For most of his eight-plus seasons with the Red Sox, Nomar Garciaparra was regarded as a local legend. However, he bought his way out of town by turning down a multi-million dollar extension, claiming the grounds crew at Fenway botched the infield so he'd make more errors and sitting out a crucial game at Yankee Stadium while Derek Jeter was diving into the stands. Theo Epstein traded Nomar away, and three months later, an 86-year-old World Series drought ended in Boston.  (Photo by Jamie Squire/Getty Images)
    Joe Thornton, Boston Bruins, 2005
    Joe%20Thornton%2C%20Boston%20Bruins%2C%202005
    So%20maybe%20Joe%20Thornton%20wasn%26%238217%3Bt%20the%20best%20captain%20in%20the%20world%2C%20and%20maybe%20the%20Bruins%20needed%20a%20roster%20shakeup%20to%20become%20a%20contending%20team.%20But%20when%20Mike%20O%26%238217%3BConnell%20shipped%20Thornton%20to%20San%20Jose%20and%20got%20just%20Wayne%20Primeau%2C%20Marco%20Sturm%20and%20Brad%20Stuart%20in%20return%2C%20it%20was%20both%20shocking%20and%20embarrassing%20for%20the%20Bruins.%20%28Photo%20by%20Mike%20Stobe%2FGetty%20Images%29%20
    So maybe Joe Thornton wasn't the best captain in the world, and maybe the Bruins needed a roster shakeup to become a contending team. But when Mike O'Connell shipped Thornton to San Jose and got just Wayne Primeau, Marco Sturm and Brad Stuart in return, it was both shocking and embarrassing for the Bruins. (Photo by Mike Stobe/Getty Images)
    Johnny Damon, Boston Red Sox, 2006
    Johnny%20Damon%2C%20Boston%20Red%20Sox%2C%202006
    Johnny%20Damon%20was%20a%20fearless%2C%20gutsy%20player%2C%20and%20he%20laid%20it%20all%20out%20on%20the%20line%20in%20his%20four%20memorable%20seasons%20in%20Boston.%20Had%20he%20left%20the%20Sox%20for%20more%20dollars%20elsewhere%2C%20most%20fans%20would%20have%20understood.%20However%2C%20spurning%20the%20Sox%20for%20an%20extra%20few%20million%20from%20the%20Yankees%20was%20deemed%20unforgivable%20for%20a%20long%20time%20in%20Boston.%20%28Photo%20by%20Ezra%20Shaw%2FGetty%20Images%29
    Johnny Damon was a fearless, gutsy player, and he laid it all out on the line in his four memorable seasons in Boston. Had he left the Sox for more dollars elsewhere, most fans would have understood. However, spurning the Sox for an extra few million from the Yankees was deemed unforgivable for a long time in Boston. (Photo by Ezra Shaw/Getty Images)
    Mike Vrabel, New England Patriots, 2009
    Mike%20Vrabel%2C%20New%20England%20Patriots%2C%202009
    Mike%20Vrabel%20was%20most%20certainly%20nearly%20finished%20as%20an%20NFL%20linebacker%20when%20the%20Patriots%20threw%20him%20in%20as%20part%20of%20the%20Matt%20Cassel%20trade%2C%20but%20it%20was%20his%20comments%20about%20Patriot%20Place%20and%20the%20owners%20making%20money%20off%20the%20players%20that%20made%20the%20departure%20interesting.%20Did%20Robert%20Kraft%20push%20to%20move%20a%20highly%20influential%20player%20like%20Vrabel%20out%20after%20the%20Patriot%20Place%20comments%3F%20Whether%20he%20did%20or%20not%2C%20a%20three-time%20Super%20Bowl%20champion%20was%20sent%20packing%20in%20a%20rather%20abrupt%20fashion.%20%20%28Photo%20by%20Jim%20Rogash%2FGetty%20Images%29
    Mike Vrabel was most certainly nearly finished as an NFL linebacker when the Patriots threw him in as part of the Matt Cassel trade, but it was his comments about Patriot Place and the owners making money off the players that made the departure interesting. Did Robert Kraft push to move a highly influential player like Vrabel out after the Patriot Place comments? Whether he did or not, a three-time Super Bowl champion was sent packing in a rather abrupt fashion.  (Photo by Jim Rogash/Getty Images)
    Manny Ramirez, Boston Red Sox, 2008
    Manny%20Ramirez%2C%20Boston%20Red%20Sox%2C%202008
    For%20years%2C%20Manny%20could%20get%20away%20with%20almost%20anything%20he%20wanted%20to.%20Being%20one%20of%20the%20best%20right-handed%20hitters%20ever%20gives%20you%20that%20leeway.%20However%2C%20in%202008%2C%20when%20he%20shoved%20then-64-year-old%20Jack%20McCormick%20in%20a%20hissy%20fit%2C%20and%20when%20he%20slapped%20Kevin%20Youkilis%20in%20the%20dugout%2C%20it%20was%20finally%20time%20for%20the%20Sox%20to%20move%20on.%20A%20World%20Series%20MVP%20and%20a%20man%20who%20hit%20274%20homers%20for%20the%20Red%20Sox%20was%20shipped%20out%20at%20the%20deadline%2C%20and%20it%20was%20a%20move%20that%20very%20few%20Sox%20fans%20seemed%20to%20mind.%20%28Photo%20by%20Jim%20Rogash%2FGetty%20Images%29
    For years, Manny could get away with almost anything he wanted to. Being one of the best right-handed hitters ever gives you that leeway. However, in 2008, when he shoved then-64-year-old Jack McCormick in a hissy fit, and when he slapped Kevin Youkilis in the dugout, it was finally time for the Sox to move on. A World Series MVP and a man who hit 274 homers for the Red Sox was shipped out at the deadline, and it was a move that very few Sox fans seemed to mind. (Photo by Jim Rogash/Getty Images)
  • Richard Seymour, New England Patriots, 2009
    Richard%20Seymour%2C%20New%20England%20Patriots%2C%202009
    An%20integral%20member%20of%20three%20Super%20Bowl-winning%20teams%20and%20still%20just%2029%20years%20old%20at%20the%20time%2C%20Richard%20Seymour%20was%20shipped%20out%20of%20town%20one%20week%20before%20the%202009%20season%20began.%20Seymour%20had%20held%20out%20in%20the%20past%20and%2C%20as%20evidenced%20by%20the%20trade%2C%20had%20fallen%20out%20of%20Bill%20Belichick%26%238217%3Bs%20good%20graces.%20He%20found%20out%20the%20hard%20way%20what%20happens%20when%20you%26%238217%3Bre%20no%20longer%20in%20Belichick%26%238217%3Bs%20good%20graces.%20%28Photo%20by%20Andy%20Lyons%2FGetty%20Images%29
    An integral member of three Super Bowl-winning teams and still just 29 years old at the time, Richard Seymour was shipped out of town one week before the 2009 season began. Seymour had held out in the past and, as evidenced by the trade, had fallen out of Bill Belichick's good graces. He found out the hard way what happens when you're no longer in Belichick's good graces. (Photo by Andy Lyons/Getty Images)
    Terry Francona, Boston Red Sox, 2011
    Terry%20Francona%2C%20Boston%20Red%20Sox%2C%202011
    Terry%20Francona%20was%20arguably%20the%20best%20manager%20in%20Boston%20Red%20Sox%20history%2C%20but%20his%20departure%20from%20the%20club%20was%20as%20ugly%20as%20it%20gets.%20While%20the%20exact%20facts%20were%20a%20bit%20jumbled%2C%20the%20appearance%20was%20that%20ownership%20forced%20Francona%20to%20step%20aside%20and%2C%20after%20he%20didn%26%238217%3Bt%20fully%20cooperate%2C%20stories%20of%20his%20broken%20marriage%20and%20prescription%20drug%20problems%20were%20shared%20in%20a%20Boston%20Globe%20story.%20That%26%238217%3Bs%20hardly%20a%20fitting%20farewell%20for%20the%20man%20who%20led%20the%20team%20to%20two%20World%20Series.%20%28Photo%20by%20Jim%20Rogash%2FGetty%20Images%29
    Terry Francona was arguably the best manager in Boston Red Sox history, but his departure from the club was as ugly as it gets. While the exact facts were a bit jumbled, the appearance was that ownership forced Francona to step aside and, after he didn't fully cooperate, stories of his broken marriage and prescription drug problems were shared in a Boston Globe story. That's hardly a fitting farewell for the man who led the team to two World Series. (Photo by Jim Rogash/Getty Images)
Joe Thornton, Boston Bruins, 2005
So maybe Joe Thornton wasn’t the best captain in the world, and maybe the Bruins needed a roster shakeup to become a contending team. But when Mike O’Connell shipped Thornton to San Jose and got just Wayne Primeau, Marco Sturm and Brad Stuart in return, it was both shocking and embarrassing for the Bruins. (Photo by Mike Stobe/Getty Images)
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