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post #1 of 20 (permalink) Old 11-12-2007, 06:56 PM Thread Starter
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The Worst Trades in Baseball History

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Worst Trades In Baseball

January 10, 1991 – The Baltimore Orioles trade pitchers Curt Schilling, Pete Harnisch and outfielder Steve Finley to the Houston Astros for First Baseman Glenn Davis.

Despite his talent, the Orioles had found Schilling to bee too inconsistent and thus found it in their hearts to trade him. While Schilling wouldn't be all that great with the Astros, this trade is important because it was in Houston that Schilling recieved the right mental push to harness his talents (courtesy of Roger Clemens). Schilling live up to his potential by playing in three World Series (and winning two) and obtaining baseball immortality when pitching on a bad ankle. He remains one of the most dominant right handers in baseball. Harnisch would become a good middle of the rotation pitcher for the Astros. Finley would become a solid centerfielder, having some nice seasons in Houston and San Diego before he became one of the cornerstones of that 2001 Arizona Diamondbacks team. As for Davis? He would never be the same player for the Orioles as he was with the Astros. A week after the trade, he would get his jaw broken in a bar room brawl. After that, his numbers slowly dropped into obscurity.

August 30, 1990 – The Boston Red Sox trade first baseman Jeff Bagwell to the Houston Astros for pitcher Larry Andersen.

Figuring that they were just one piece away from making a return to the World Series, the Red Sox sought to firm up their bullpen by dealing for Anderson, who would pitch (not very well) in just 15 games for the BoSox before signing with San Diego the following year. Peter Gammons said shortly after the trade was made saying the Red Sox just traded away a future batting champion. History has since proven Gammons right, as Bagwell would become one of the two rocks of the Astros franchise for the next fifteen years, winning the Rookie of the Year in 1991, and Gold Glove and an MVP award in 1994.

July 25, 1910 – The Cleveland Naps trade outfielder Bris Lord to the Philadelphia Athletics for outfielder Joe Jackson.

This goes to show you that stupidity is not just a modern trend. The Athletics played Jackson for a total of TEN!!!! Games before they gave up on him. Lord was fine for a season and a half before he fell apart. As for Jackson, he became arguably the greatest pure hitter in baseball history…before tragedy would destroy his career in 1920.

July 31, 1997 – The Seattle Mariners trade pitcher Derek Lowe and catcher Jason Varitek to the Boston Red Sox for closer Heathcliff Slocumb

What the hell were the Mariners’ thinking? Okay, let me breath deeply and check the stats.

Okay, Slocumb was a fairly good closer in his career. Seattle, who was at the time dog fighting with the Anaheim Angels for control of the American League West., needed to shore up their bullpen if they were to make a run. While the trade paid off in the short term, after 1997, Slocumb was terrible. As for the other two, Lowe would switch from a good closer to a good starting pitcher and Varitek would evolve into the best catcher in baseball. More importantly, Seattle gave Boston the seeds that bloomed into their 2004 World Series title. Boston, send Seattle your thanks.

July 29, 1989 – The Texas Rangers trade pitcher Wilson Alvarez, outfielder Sammy Sosa and infielder Scott Fletcher to the Chicago White Sox for outfielder Harold Baines and infielder Fred Manrique.

This deal is undoubtedly the worst trade of all time for the Texas Rangers. The Rangers were trying to get some middle lineup support and thought Harold Baines, who was productive and seemingly ageless, could provide it. Not only would Baines and Manrique flounder so badly that both would be gone the following year, Alvarez would pitched a no-hitter in his first start for the Sox and would come back to haunt the Rangers in 1993. Alverez went 15-8 with an ERA of 2.95 and without him, the Rangers would finish second in the American League West to the eventual winners…Alverez’s new team, the Chicago White Sox. A further insult to injury would be trading Sosa, who the Rangers expected to be a player who hit .280 with 20 home runs and 80 RBIs. Sosa wound up becoming a superstar. The deal would be mentioned again during the 2000 Presidential Campaign, when former Rangers owner George W. Bush called this "the biggest mistake of my adulthood."

May 25, 1989 – The Montreal Expos trade pitchers Randy Johnson, Gene Harris, and Brian Holman to the Seattle Mariners for pitchers Mark Langston and Mike Campbell.

Here’s a head scratcher, as the Expos got robbed in this deal. This deal couldn’t even be defended even if Langston, who in his defense was a pretty good pitcher, had remained in Montreal. As for Campbell, he would never play for the Expos. And in return, they gave up on a tall, young and control-plagued left-hander named Randy Johnson, who would blossom into the Hall of Fame pitcher we know he is today, and on Holman, who was a good pitcher in his short time in Baseball. Had the Expos kept Johnson, they would have had one of the best one-two punches with Johnson and Pedro Martinez. Lord have mercy.

June 15, 1964 – The Chicago Cubs trade outfielder Lou Brock, pitchers Jack Spring and Paul Toth to the St. Louis Cardinals for pitchers Ernie Broglio, Bobby Shantz and outfielder Doug Clemens.

Five of the players exchanged never amounted to anything, while Brock became one of the all time greats in the game of baseball. Brock finished the last 16 years of his career with the Cards, winning two World Series, and was inducted into the Baseball Hall of Fame. It’s amazing to see how the droughts of the Cubs and the Red Sox were self inflicted some of the time.

June 15, 1977 – The New York Mets trade pitcher Tom Seaver to the Cincinnati Reds for pitcher Pat Zachry, infielders Doug Flynn, Steve Henderson, and prospect Dan Norman.

Known as the "Midnight Massacre" in New York, this trade dismantled the last remnants of the Amazin Mets of 1969. Also occurring that day was the trade of Dave Kingman, to the San Diego Padres for Paul Siebert and Bobby Valentine. Zachry would make the All-Star team in 1978, but would break his foot the next year and was never the same, Flynn was mainly a defender, Henderson would have one bit of glory as the runner up to Andre Dawson for Rookie of the Year and Norman was a bust. But the biggest lost was that the credibility that the Mets would lose in the eyes of their fans, as many remained angry with the team for years. As for Seaver, he would continue his Hall of Fame career with the Reds, having many more good seasons and winning 122 of his 311 wins away from the team.

July 21, 1988 – The New York Yankees trade outfielder Jay Buhner and prospects Rich Balabon and Troy Evers to the Seattle Mariners for first baseman Ken Phelps.

The Ken Phelps trade was symbolic of many of the Steinbrenner influenced trades of the era. Trade top young prospects for overpriced, declining stars. Phelps was a nice player, but was on the down side of his career when he was dealt to the Yankees. Phelps would last less than a season in New York while Buhner would become a star for the Mariners. This trade would also create one of the most famous Seinfeld lines, "How could you have traded Buhner for Ken Phelps?"

August 12, 1987 – The Detroit Tigers trade pitcher John Smoltz to the Atlanta Braves for pitcher Doyle Alexander.

A short sided trade. Alexander was brought in to help the Tigers make a run at the American League Pennant (which they would fall just short of by one game to the Red Sox.) Alexander would have one more good year in him before he tanked so badly in 1989 that he would retire. Smoltz, a Detroit native who wished he could stay and play for the home team, would make the majors the next year and would begin his Hall of Fame worthy career, becoming the ace pitcher that the Tigers sorely needed. Again, a terrible trade that benefited only in the short term, much like Terrell Owens deal for the Philadelphia Eagles (not that Alexander is in any way a terrible or crazy man.)

July 31, 1998 – The Houston Astros trade pitchers Freddy Garcia, John Halama and infielder Carlos Guillen to the Seattle Mariners for pitcher Randy Johnson.

The trouble with prospects is that you never know what you’re going to get. So you really can’t crack on teams on trades until much later, when said prospect blossoms for the new team. The best example I can name is when the New York Yankees traded Zach Day and Jake Westbrook for David Justice. Westbook looks good, Day is trying to hold on to a roster spot on the Nationals. But that’s a story for another day. In 1998, Seattle knew they had little chance of retaining Johnson, so they began to take offers for him, of which the Yankees and the Astros were chief bidders. The Yankees, after hearing the demand price, decided not to go for Johnson, but ensured that the Astros would pay dearly for Johnson. And they did. Halama and Guillen were average players, but Garcia became an ace for the Mariners for many years, before he got sent to the White Sox. As for Johnson, Johnson became the ace of the greatest Astros team in history, but he would leave for a big money contract with the Diamondbacks. Had Houston managed to keep Johnson, this trade wouldn’t be here.

November 19, 19993 – The Los Angeles Dodgers trade pitcher Pedro Martinez to the Montreal Expos for Delino DeShields.

A trade brought on by necessity. Because of second baseman Jody Reed rejecting the Dodgers’ offer of a contract extension to see what he could get on the open market (1 year, $750K, as compared to 3 years, $7.8 million.), the Dodgers were forced to bring in DeShields to patch up their infield. Pedro would dominate the National League and was a part of that magical 1994 Expos team that would have won the World Series before he became a part of the Red Sox. And the rest is history.

March 30, 1992 – The Chicago White Sox trades outfielder Sammy Sosa and pitcher Ken Patterson to the Chicago Cubs for outfielder George Bell

This is the second time Sammy Sosa is mentioned as far as trades go. In 1991, the White Sox finished second in the American League West. Figuring that they were one player away from making the post season, the White Sox dealt their prospect for the proven run producer Geroge Bell. What happened was that Bell was a disaster, not doing much better than Sosa. Meanwhile, Sosa blossomed into a superstar.

July 31, 1997 – The Oakland Athletics trade first baseman Mark McGwire to the St. Louis Cardinals for pitchers T.J. Matthews, Blake Stein, and Eric Ludwick.

This was highway robbery. Oakland, seeking to get McGwire’s deal off the books while at the same time obtaining young starting pitching, saw this deal as a way to help improve their rotation dramatically. Oh how wrong they were. Of the three, only Matthews would work out, and even he was mediocre, his best season coming in 1999 (9-5 with a 3.81 ERA). McGwire would energize the Cardinals, giving them a force in the lineup to go along with Jim Edmonds and Edgar Renteria, plus he’d keep the Cardinals the focus of attention in 1998 with his 70 Home Run season. This is one of the few trades that Oakland has done that hasn’t panned out as well as planned.

December 10, 1971 – The New York Mets trade pitchers Nolan Ryan, Don Rose, catcher Frank Estrada, and outfielder Leroy Stanton to the California Angels for shortstop Jim Fregosi.

The Mets thought that Fregosi would be their answer to upgrade their infield. And they probably thought that they got away with a steal, including Ryan, a wild, but talented player, and a bunch of busts in the deal. Fregosi would do poorly in New York (yet would regain some respectability with the Texas Rangers.) As for Ryan, his issues cleared up in California, and he embarked on his journey down the path that would establish him as one of the greatest pitchers of all time.

December 11, 1959 – The Kansas City Athletics trade outfielder Roger Maris, first baseman Kent Hadley, and infielder Joe DeMaestri to the New York Yankees for pitcher Don Larsen, outfielder Hank Bauer, first baseman/outfielder Norm Siebern, and utilityman Marv Throneberry.

For much of the 50’s and 60’s, the Athletics might as well have been a farm system team for the Yankees, as a lot of talent seemed to get shuttled to New York from Kansas City. However, the A’s thought they were making a good deal here. They were tradinBLEEP oung player who had put up some nice numbers, but wasn’t projected to be a star, and would package him with a pair of busts. However, Maris would blossom into a star and did exceptionally well for the Yankees, even without the 61 Homer season not taken into account. As for what the A’s got in return, almost all were busts or aging players, with only Siebern doing well.

November 29, 1971 – The Cincinnati Reds trade infielders Lee May, Tommy Helms, and Jimmy Stewart to the Houston Astros for pitcher Jack Billingham, outfielders Ed Armbrister and Cesar Geronimo, infielder Denis Menke, and second baseman Joe Morgan.

In a deal panned by the Cincinnati press, the Reds picked up three big pieces of the Big Red Machine in Morgan, Geronimo, and Billingham. Thanks in large part of this trade, the Reds would run off ten straight winning seasons, five division titles, three National League Championships, and two World Series titles. In return, they would trade May, who had just come off of a 39 home run season. He remained productive, but wouldn’t be a superstar. Helms was average, and Jimmy Stewart would win fame and fortune in the movie It’s a Wonderful Life.

April 21, 1966 – The Chicago Cubs trade pitchers Larry Jackson and Bob Buhl to the Philadelphia Phillies for pitcher Fergie Jenkins, and outfielders John Herrnstein and Adolfo Phillips.

Here's a deal I really don't get. Jenkins was a talented young player that would dominate for years in the league, eventually winding up in the Hall of Fame. In return, the Phillies got two starters that were 35 and 37 years old and were clearly on the downsides of their careers. Jackson would be decent for three years in Philly rotation but Buhl would last just 137.1 innings and win 6 games in slightly over one year with the Phils. After Leo Durocher converted Fergie to a starter, he would win twenty games in six straight seasons starting in 1967.

January 20, 1965 – The Chicago White Sox trade catcher Cam Carreon to the Cleveland Indians for pitcher Tommy John, outfielder Tommy Agee and outfielder Johnny Romano and trade outfielder Jim Landis, Mike Hershberger abnd pitcher Fred Talbot to the Kansas City Athletics. The Kansas City Athletics send outfielder Rocky Colavito to the Cleveland Indians to complete the deal.

A good deal for the Sox. Tommy John would become not only one of the most dominant pitchers in baseball, but would also be immortalized in a revolutionary surgery technique that has saved the lives of many big leaguer’s careers. Agee would become an All-Star. Colavito returned to Cleveland, gave a hell of a season, took the Yankee’s money in free agency before flaming out and retiring after 1968. Landis would only play two more years, Carreon would flame out spectacularly and Talbot never amounted to much.

January 27, 1982 – The Chicago Cubs trade Ivan DeJesus to the Philadelphia Phillies for Larry Bowa and second baseman Ryne Sandberg.

Brought into replace the aging Larry Bowa, DeJesus lasted just three mediocre seasons in Philly before flaming out with the Cardinals. Bowa did nicely in Chicago until he finished his career in New York. The real steal for the Cubs here was Sandberg, the future Hall of Famer that did not but excel at his position.

April 1, 1982 – Texas trades pitchers Ron Darling and Walt Terrell to the New York Mets for outfielder Lee Mazzilli.

This trade hurt the Rangers a lot for years to come. Darling would become the ace of the Mets staff for years, helping to take them to a World Series and challenge for two more. Terrell would become a quality middle of the rotation pitcher for the Tigers. As for Mazzilli, he was so terrible he was shuttled to the Yankees by mid-season. The quote from Joe Klein symbolized it all when he heard of the trade while conducting a meeting with Rangers Minor League officials. "Gentlemen, this meeting is over. We're going to the bar."

November 18, 1997 – The Tampa Bay Devil Rays trade outfielder Bobby Abreu to the Philadelphia Phillies for shortstop Kevin Stocker.

After taking him from the Astros in the Expansion Draft, the D-Rays promptly traded Abreu to the Phillies for shortstop Kevin Stocker. Abreu became one of the premier outfielders in baseball, while Stocker fell apart quickly for the Devil Rays and traded to the Angels in 2000.

March 27, 1987 – The Kansas City Royals trade pitcher David Cone and outfielder Chris Jelic to the New York Mets for catcher Ed Hearn and pitchers Rick Anderson and Mauro Gozzo.

To defend the Royals, at the time they were already stacked with pitching, with Mark Gubicza, Bret Saberhagen and Danny Jackson in the rotation. So they traded for Ed Hearn, seeing him as a upgrade of the aging Jim Sundberg. Cone would go on to win 194 games after the trade, along with 5 World Series rings while Hearn played in 13 game between 1987 and 1988.

November 13, 2003 – The San Francisco Giants trade pitchers Joe Nathan, Francisco Liriano, and BLEEP Bonser to Twins for A.J. Pierzynski

Seeing Pierzynski as their last major piece needed for the championship, the Giants traded three pitching prospects for the catcher. However, the Twins didn’t tell the Giants about Pierzynski’s irritating personality. Pierzynski did well for the Giants, but clashes with teammates prompted the Giants to not bring him back. Meanwhile, Nathan is one of the best closers in baseball, Liriano looks like the second coming of Johan Santana and Bonser is coming along nicely, making Giants fans wonder what could have been.

December 3, 1969 – The New York Mets trade third baseman Amos Otis and pitcher Bob Johnson to the Kansas City Royals for third baseman Joe Foy.

At the time, the Mets finally tired of Otis’ poor play at third base, sending another draft bust in Johnson to the Royals for Foy, who had posted decent numbers the year before. The Royals shifted Otis to the outfield, where he suddenly blossomed into an All-Star. As for the Mets, they would mercifully only have to suffer with Foy for just one year before he was expansion drafted by the Senators.

December 10, 1982 – In a six player deal, the San Diego Padres trade shortstop Ozzie Smith to the St. Louis Cardinals for shortstop Garry Templeton.

Seeking an offensive upgrade at short, the Padres swapped Smith, who remained the quality player that he had been and would be throughout his career, for Templeton, who promptly self destructed once he was in a Friar’s uniform.

Jul y 19, 2000 – The Toronto Blue Jays trade second baseman Michael Young and pitcher Darwin Cubillan to the Texas Rangers for pitcher Esteban Loaiza.

The Blue Jays were just 1 1/2 games out of first place, but felt that they needed to add another starter in order to take them over the top and into the post-season. Loaiza went 5-7 in 14 starts with a 3.62 ERA and Toronto finished out of the playoffs. As for the Rangers, Young developed into an All-Star and team leader for them.

July 30, 2004 – The New York Yankees trade pitcher Jose Contreras and cash to the Chicago White Sox for pitcher Esteban Loaiza.

The Yankees felt that Contreras would never live up to his talent in the Bronx. Rather than try to bring him around, the Yankees gave up on him and swapped him for Loaiza. But Loaiza was awful, going 1-2 with an 8.50 ERA in six starts, becoming an anchor around the Yankees’ necks. Loaiza also gave up a 14th-inning single to Boston's David Ortiz that scored Johnny Damon in Game 5 of the 2004 ALCS. Meanwhile, Contreras has lived up to the potential that he had in Cuba.

January 3, 1920 – The Boston Red Sox trade Pitcher/Outfielder George Herman Ruth to the New York Yankees for Cash.

I think we all know how that went for Boston…

July 30, 2004 – The New York Mets trade pitcher Scott Kazmir and infielder Jose Diaz to the Tampa Bay Devil Rays for Bartolome Fortunato and Victor Zambrano.

The worst thing that could have happened to the Mets in 2004 was them winning. The team clearly wasn’t there yet and wasn’t about to make a run. Instead, they traded Kazmir, who they deemed to be too small to be a starting pitcher for Zambrano. Zambrano has been average at best while Kazmir has become the ace the Mets sorely needed….except for the fact that he’s doing it with Tampa.
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post #2 of 20 (permalink) Old 11-13-2007, 03:53 AM
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October 21, 1981: New York Yankees trade Outfielder Willie McGee to the St. Louis Cardinals for pitcher Bob Sykes.
McGee was an MVP, two time batting champ, three time gold-glover, and a World Series Champ. Sikes never pitched for the Yankees.

February 1, 1999: New York Yankees trade Mike Lowell to the Florida Marlins for Mark J. Johnson, Ed Yarnall, and Todd Noel
Yarnall would be the only one to make it to the Yankees. He won one game.

December 9, 1982: New York Yankees trade Fred McGriff, Dave Collins, Mike Morgan, and cash to the Toronto Blue Jays for Dale Murray and Tom Dodd.
Collins played 8 more seasons, Morgan ended up a jounrneyman relief pitcher with a record 12 teams, but McGriff would end up hitting 493 HRs, 1550 RBI, with 2490 hits.
Murrey went 3-6 with 1 save, and Dodd never anded up playing with the Yanks.

July 18, 1993: San Diego Padres trade Fred McGriff to the Atlanta Braves for Melvin Nieves, Donnie Elliott, and Vince Moore.
Nieves was a decent catcher, but McGriff ended up a borderline HOFer.
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post #3 of 20 (permalink) Old 12-19-2007, 04:38 PM
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Sandberg Tops the List

Originally Posted by Killswitch
The Sandberg trade by the Phillies was especially unfortunate for Philadelphia fans. It's not everyday that you get the chance to obtain a HOF second baseman who hits with power and fields the position as well as anyone in history.
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post #4 of 20 (permalink) Old 02-02-2008, 04:52 PM
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Great Topic

This bringbacks memories being a NY fan
there was another one I think it was Mets getting Joe Foy for Amos Otis another gold glover
Having David Wright now has solved 3rd base for the next 10 yrs
I could stay in this forum all day
Lets Go Giants!
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post #5 of 20 (permalink) Old 07-23-2008, 03:04 PM
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January 10, 1991 – The Baltimore Orioles trade pitchers Curt Schilling, Pete Harnisch and outfielder Steve Finley to the Houston Astros for First Baseman Glenn Davis.

WOW! The Orioles could have been a dynasty if they didnt do that trade.
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post #6 of 20 (permalink) Old 07-23-2008, 03:06 PM
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December 10, 1982 – In a six player deal, the San Diego Padres trade shortstop Ozzie Smith to the St. Louis Cardinals for shortstop Garry Templeton.

Templeton couldnt get along with the fans of St. Louis and Ozzie got ripped by the San Diego media all the time so i think it worked out good for both teams and players.
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post #7 of 20 (permalink) Old 07-29-2008, 11:54 AM
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What about the C.C Sabathia trade?!?!?!?!?!?!?!?
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post #8 of 20 (permalink) Old 07-29-2008, 06:38 PM
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Not really a bad trade.

Indians got back the fastest maturing 07' prospect and other youngsters.
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post #9 of 20 (permalink) Old 07-29-2008, 10:04 PM
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Who's the prospect? Matt Laporta? Because, I'm related to him!
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post #10 of 20 (permalink) Old 08-01-2008, 08:39 AM
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They for got the MArk Mulder trade.

and the Grady Sizemore, Cliff Lee, Brandon Phillps for Bartolo Colon trade.
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