The MLB's Most Lopsided Trades over the Last 25 Years

By (Analyst) on June 10, 2009

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CHICAGO - OCTOBER 22:  Designated hitter Jeff Bagwell #5 of the Houston Astros strikes out to end the eigth inning of Game One of the 2005 Major League Baseball World Series against the Chicago White Sox at U.S. Celluar Field on October 22, 2005 in Chicag

Bagwell for Andersen. Hansen and Moss for Bay. Alexander for Smoltz. Moyer for Bragg. Varitek and Lowe for Slocumb. They're all here (in no particular order, just what I found while searching Google for 'lopsided MLB trades').

I think it's a so-so list, and it's certainly nowhere near as good as I would like it to be. But, enjoy yourselves, go through the throngs of sucky trades.

Boston Red Sox send Jeff Bagwell to the Houston Astros for Larry Andersen

Pitcher Larry Andersen of the Philadelphia Phillies pitches in a game at Veterans Stadium in Philadelphia on August 15th, 1993. Mandatory Credit: Gary Newkirk/ALLSPORT

In a deal that would have never happened under Theo Epstein, the Red Sox traded one of their top prospects in Jeff Bagwell for pitcher Larry Andersen. Bagwell went on to have a great career with the Houston Astros, while Andersen became just another journeyman right hander in the '80s and '90s.

Tampa Bay trades Bobby Abreu to the Phillies for Kevin Stocker

8 Mar 2000: Kevin Stocker #19 of the Tampa Bay Devil Rays drops the bat after his swing during the Spring Training Game against the Philadelphia Phillies at Florida Power Park in St. Petersburgh, Florida. Mandatory Credit: Scott Halleran  /Allsport

Kevin Stocker. Who is that guy? Abreu has gone on to have great seasons for the Phillies, Yankees, and Angels, and he also set that home run record in the home run derby.

Montreal Expos trade Pedro Martinez for Carl Pavano and Tony Armas Jr.

31 Aug 1995:  Pitcher Pedro Martinez of the Montreal Expos lunges forward to deliver a pitch against the San Diego Padres at Jack Murphy Stadium in San Diego, California.  The Expos defeated the Padres 5-4.  Mandatory Credit:  Steve Dunn/Allsport

PEDRO! PEDRO! PEDRO! The chants still ring in my ears from all those spectacular seasons in Boston. Pavano was a decent pitcher, but injury problems are still hindering him, and Armas Jr. could never figure it out.

Detroit Tigers trade Luis Gonzalez to the Arizona Diamondbacks for Karim Garcia

VERO BEACH, FL - FEBRUARY 27:  Luis Gonzalez #26 of the Los Angeles Dodgers works out during spring training on February 27, 2007 at Dodgertown in Vero Beach, Florida.  (Photo by Doug Benc/Getty Images)

Luis Gonzalez. Without him, the D-Backs would've never won the World Series. And what has Karim Garcia done?

Seattle Mariners trade Jason Varitek and Derek Lowe to the Boston Red Sox for Heath Slocumb

PHOENIX - MAY 28:  Starting pitcher Derek Lowe #32 of the Atlanta Braves pitches against the Arizona Diamondbacks during the major league baseball game at Chase Field on May 28, 2009 in Phoenix, Arizona. The Diamondbacks defeated the Braves 5-2.  (Photo b

Derek Lowe and Jason Vairtek were integral parts of the Red Sox 2004 World Series run. Slocumb didn't do anything with his career.

Boston Red Sox trade Jamie Moyer to the Seattle Mariners for Darren Bragg

28 Feb 1998:   Outfielder Darren Bragg of the Boston Red Sox in action during a spring training game against the Texas Rangers at the Charlotte County Stadium in Port Charlotte, Florida. The Red Sox defeated the Rangers 8-6. Mandatory Credit: Rick Stewart

Darren Bragg was one of those utility guys who played a so-so amount of time while being traded every offseason. Moyer is still pitching in his late forties. This happened almost one year earlier than the Slocumb trade.

Baltimore Orioles trade Curt Schilling, Steve Finley, and Pete Harsnich to the Houston Astros for Glenn Davis

BOSTON - OCTOBER 20:  Starting pitcher Curt Schilling #38 of the Boston Red Sox tips his hat to the crowd after closing out the seventh inning against the Cleveland Indians during Game Six of the American League Championship Series at Fenway Park on Octob

Schilling has had a stellar career, that started after his Baltimore and Houston days. Finley was a good player, and his prime was with the Diamondbacks.

Boston Red Sox trade Craig Hansen and Brandon Moss to the Pittsburgh Pirates for Jason Bay

CHICAGO - MAY 27: Brandon Moss #44 of the Pittsburgh Pirates catches the ball against the Chicago Cubs on May 27, 2009 at Wrigley Field in Chicago, Illinois. The Cubs defeated the Pirates 5-2. (Photo by Jonathan Daniel/Getty Images)

Moss and Hansen couldn't figure it out in the great farm system of the Boston Red Sox. So the Red Sox traded them to the Pittsburgh Pirates for Jason Bay. I know the Sox got rid of Manny Ramirez, but he went to the Los Angeles Dodgers, not the Pirates.

Pittsburgh Pirates trade Aramis Ramirez and Kenny Lofton to the Chicago Cubs for Jose Hernandez, Matt Bruback, and Bobby Hill

CHICAGO - APRIL 17:  Aramis Ramirez #16 of the Chicago Cubs bats against the St. Louis Cardinals on April 17, 2009 at Wrigley Field in Chicago, Illinois. (Photo by Jonathan Daniel/Getty Images)

A-Ram is probably the best third baseman in the NL, and would be the best third baseman in the league if it wasn't for A-Rod. Another terrible Pirates trade.

Montreal Expos trade Grady Sizemore, Cliff Lee, Brandon Phillips, and Lee Stevens to the Cleveland Indians for Bartolo Colon and Tim Drew

NEW YORK - APRIL 16:  Cliff Lee #31 of the Cleveland Indians pitches against the New York Yankees during opening day at the new Yankee Stadium on April 16, 2009 in the Bronx borough of New York City. This is the first regular season MLB game being played

Sizemore and (Cliff) Lee are perennial All Stars, with Lee winning the Cy Young award in 2008. Brandon Phillips is the Reds' starting second baseman, and Stevens hasn't made it to the majors yet.

Although Bartolo Colon looked like a good player to acquire, if the Expos kept Sizemore and Lee, they might ha've kept them in Montreal.

Minnesota Twins trade AJ Pierzynski to San Francisco Giants for Joe Nathan, Boof Bonser, and Francisco Liriano

ANAHEIM, CA - AUGUST 21:  Joe Nathan #36 of the Minnesota Twins pitches in the 12th inning against the Los Angeles Angels of Anaheim at Angels Stadium on August 21, 2008 in Anaheim, California.  (Photo by Lisa Blumenfeld/Getty Images)

Pierzynski was a rent-a-player, and left the Bay after the season. Nathan has been a dominant closer for the past six seasons, Liriano was great before he got hurt, and Bonser is all right in some spots.

A special thanks to the first commenter on this page for reminding me of this terrible trade.

Pittsburgh Pirates trade Nate McLouth to the Altanta Braves for Gorkys Hernandez, Charlie Morton, and Jeff Locke

NEW YORK - MAY 09:  Nate McLouth #13 of the Pittsburgh Pirates bats against the New York Mets on May 9, 2009 at Citi Field in the Flushing neighborhood of the Queens borough of New York City. The Mets defeated the Pirates 10-1.  (Photo by Jim McIsaac/Gett

McLouth was an All-Star with the Pirates in 2008, as well as a Gold Glover that same year. The Pirates got a pittance in return. Hernandez and Morton had been up-and-down from the minors, and Locke has never made it to the majors. Ironically, McLouth's first games for Atlanta were against the Pirates.

Detroit Tigers trade John Smoltz to the Atlanta Braves for Doyle Alexander

WASHINGTON - APRIL 12:  John Smoltz #29 of the Atlanta Braves pitches against the Washington Nationals April 12, 2008 at Nationals Park in Washington, DC.  (Photo by Greg Fiume/Getty Images)

Doyle Alexander had an OK career as a journeyman righty. Smoltz has a stellar career as a great closer and starter.

Florida Marlins trade Derrek Lee to the Chicago Cubs for Hee-Seop Choi

NEW YORK - AUGUST 28:  First baseman Hee-Seop Choi of the Los Angeles Dodgers throws out Todd Zeile #27 of the New York Mets in the first inning on August 28, 2004 at Shea Stadium in New York City. The Dodgers won 4-2. (Photo by Bernie Nunez/Getty Images)

Hee-Seop Choi wasn't just bad. He was terrible. And the Cubs took the Marlins for suckers and got a great hitter in D-Lee.

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