MLB
HomeScoresRumorsHighlightsDraftPower Rankings
Featured Video
Wild Ump Call on Mets' ABS 🤔

MLB Trade Rumors: Zack Greinke To the Yankees? 10 Stars Who Failed in New York

Adam WellsDec 6, 2010

Last week, Royals pitcher Zack Greinke let it be known that he would be open to a trade to the New York Yankees (or another contender).

Greinke has had issues with social anxiety disorder in the past and New York would not be the best place to go if you are a little shy. The Yankees have a history of acquiring talented players who faltered under the bright lights and big stage of New York.

Here are 10 of the biggest blunderers to play for the New York Yankees.

Randy Johnson

1 of 10
DETROIT - OCTOBER 06:  Starting pitcher Randy Johnson #41 of the New York Yankees wipes his face against the Detroit Tigers during Game Three of the 2006 American League Division Series on Octiber 6, 2006 at Comerica Park in Detroit, Michigan.  (Photo by
DETROIT - OCTOBER 06: Starting pitcher Randy Johnson #41 of the New York Yankees wipes his face against the Detroit Tigers during Game Three of the 2006 American League Division Series on Octiber 6, 2006 at Comerica Park in Detroit, Michigan. (Photo by

He famously introduced himself to New York by shoving a reporter and yelling at him "DON'T TALK BACK TO ME!"

He was brought on board to keep the Red Sox from winning another championship and get the Yankees back to the World Series. At the age of 41, he was good for them in 2005, but he wasn't the guy that everyone figured he would be.

He was traded back to Arizona in January 2007.

Carl Pavano

2 of 10
NEW YORK - APRIL 02:  Carl Pavano #45 of the New York Yankees pitches against the Tampa Bay Devil Rays during their Opening Day game at Yankee Stadium April 2, 2007 in the Bronx borough of New York City.  (Photo by Nick Laham/Getty Images)
NEW YORK - APRIL 02: Carl Pavano #45 of the New York Yankees pitches against the Tampa Bay Devil Rays during their Opening Day game at Yankee Stadium April 2, 2007 in the Bronx borough of New York City. (Photo by Nick Laham/Getty Images)

The poster-child for bad New York free agent signings, Carl Pavano.

He was always a solid pitcher with the Marlins, throwing 200 innings in both 2003 and 2004. He pitched well in the 2003 World Series against the Yankees.

In the winter of 2004, the Yankees threw four years and nearly $40 million Pavano's way. For their troubles, he gave them 145 innings in four years.

He was hardly ever healthy, and when he was, he was ineffective. On the plus side, for Pavano, he got all that money and got to date Alyssa Milano for a while.

Jason Giambi

3 of 10
BOSTON - SEPTEMBER 28:  Jason Giambi #25 of the New York Yankees walks back to the dugout after he struck out against the Boston Red Sox on September 28, 2008 during game two of the double header at Fenway Park in Boston, Massachusetts.  (Photo by Elsa/Ge
BOSTON - SEPTEMBER 28: Jason Giambi #25 of the New York Yankees walks back to the dugout after he struck out against the Boston Red Sox on September 28, 2008 during game two of the double header at Fenway Park in Boston, Massachusetts. (Photo by Elsa/Ge

The Yankees team of the late 90s and early 2000s was breaking up after the 2001 season.

Scott Brosius and Paul O'Neill retired, Tino Martinez was a free agent and the Yankees wanted an upgrade.

They signed Jason Giambi to a seven year $120 million contract.

He was not a New York kind of guy. His personality was more West Coast.

When BALCO/steroids controversy ate him up, the Yankees tried to void the contract but were unable to do so.

TOP NEWS

Washington Nationals v Los Angeles Angels

Assessing Every MLB Team's Development System ⚾

10 Scorching MLB Takes 🌶️

New York Yankees v. Chicago Cubs

Yankees Call Up 6'7" Prospect 📈

Javier Vazquez

4 of 10
NEW YORK - SEPTEMBER 23:  Javier Vazquez #31 of the New York Yankees walks off the mound after giving up two runs in the seventh-inning against the Tampa Bay Rays on September 23, 2010 at Yankee Stadium in the Bronx borough of New York City.  (Photo by Mi
NEW YORK - SEPTEMBER 23: Javier Vazquez #31 of the New York Yankees walks off the mound after giving up two runs in the seventh-inning against the Tampa Bay Rays on September 23, 2010 at Yankee Stadium in the Bronx borough of New York City. (Photo by Mi

The Yankees acquired Javier Vazquez twice, and both times, it has been a disaster.

The first time was in 2004, and Vazquez posted an ERA near 5 and imploded in the postseason against Boston.

In 2009 his ERA was 5.35, and his velocity took a serious dip. Needless to say, Vazquez and New York just don't mix.

Jose Contreras

5 of 10
NEW YORK - JULY 3:  Starting pitcher Jose Contreras #52 of the New York Yankees covers his face after giving up a home run to Ty Wigginton of the New York Mets on July 3, 2004 at Shea Stadium in the Queens borough of New York City. The Mets beat the Yanke
NEW YORK - JULY 3: Starting pitcher Jose Contreras #52 of the New York Yankees covers his face after giving up a home run to Ty Wigginton of the New York Mets on July 3, 2004 at Shea Stadium in the Queens borough of New York City. The Mets beat the Yanke

He was supposed to be the next great Cuban pitcher.

Before ever throwing a major league pitch, Contreras came to the Yankees in 2003 and signed a four year contract worth over $30 million.

His stuff was good, but his talent never came through. He was traded midway through the 2004 season.

He would be one of the key members of the White Sox 2005 World Series championship team.

Kevin Brown

6 of 10

Kevin Brown was a ticking time bomb and when he got to New York that bomb exploded.

He broke his hand punching a wall, after having a meeting with then Yankee manager Joe Torre.

He was vilified for his performance and his disastrous start in game 7 of the 2004 ALCS that still makes Yankee fans cringe.

Hideki Irabu

7 of 10
2 Mar 1998:  Pitcher Hideki Irabu #14 of the New York Yankees in action during a spring training game against the Cleveland Indians at Chain of Lakes Park in Winter Haven, Florida.  The Yankees defeated the Indians 11-6. Mandatory Credit: Craig Melvin  /A
2 Mar 1998: Pitcher Hideki Irabu #14 of the New York Yankees in action during a spring training game against the Cleveland Indians at Chain of Lakes Park in Winter Haven, Florida. The Yankees defeated the Indians 11-6. Mandatory Credit: Craig Melvin /A

Irabu joined the Yankees in 1997 after coming over from Japan, where he was one of the best pitchers.

He wanted to go to New York, and New York wanted him. They made a deal with the Padres, who had obtained his rights, but Irabu didn't want to go there. He was given a four year deal to pitch for the Yankees.

His weight was called into question, and George Steinbrenner went off on him numerous times for a multitude of things.

Sidney Ponson

8 of 10
NEW YORK - AUGUST 27:  Sidney Ponson #47 of the New York Yankees looks on in the first inning against the Boston Red Sox on August 27, 2008 at Yankee Stadium in the Bronx borough of New York City.  (Photo by Jim McIsaac/Getty Images)
NEW YORK - AUGUST 27: Sidney Ponson #47 of the New York Yankees looks on in the first inning against the Boston Red Sox on August 27, 2008 at Yankee Stadium in the Bronx borough of New York City. (Photo by Jim McIsaac/Getty Images)

Another pitcher who couldn't figure anything out.

He had a good year in Baltimore in 2003, then everything fell off a cliff for Ponson.

He was brought to New York in July 2006 and posted an ERA over 10 in 16 innings. His problems were not necessarily New York but that spotlight didn't help matters. At least this was their cheapest mistake.

Jaret Wright

9 of 10
ANAHEIM, CA - AUGUST 25:  Pitcher Jaret Wright #34 of the New York Yankees pitches against the Los Angeles Angels of Anaheim during the MLB game held on August 25, 2006 at Angel Stadium in Anaheim, California.   (Photo by Christian Petersen/Getty Images)
ANAHEIM, CA - AUGUST 25: Pitcher Jaret Wright #34 of the New York Yankees pitches against the Los Angeles Angels of Anaheim during the MLB game held on August 25, 2006 at Angel Stadium in Anaheim, California. (Photo by Christian Petersen/Getty Images)

He was a Leo Mazzone resurrection project in 2004 with the Braves, going 15-8 with 3.28 ERA in 186 innings.

The Yankees thought that he figured everything out and gave him $21 million to pitch for them. He gave them 63 innings and an ERA over 6 in 2005 and was shipped to Baltimore.

Chuck Knoblauch

10 of 10
BRONX, NY - OCTOBER 22:  Leftfielder Chuck Knoblauch #11 of the New York Yankees smiles after making a diving catch for the third out against the Seattle Mariners in the bottom of the first inning of game five of the American League Championship Series on
BRONX, NY - OCTOBER 22: Leftfielder Chuck Knoblauch #11 of the New York Yankees smiles after making a diving catch for the third out against the Seattle Mariners in the bottom of the first inning of game five of the American League Championship Series on

Chuck Knoblauch was a solid performer for the Yankees in 1998.

In the postseason that year, he made a blunder by not going after an errant throw to first base and argued with the umpire.

After that, things seemed to fall apart for Knoblauch. He developed a case of the yips (a term given to a player who can't make a common play). Knoblauch couldn't throw the ball from second to first anymore. He lost his ability to field in New York.

Wild Ump Call on Mets' ABS 🤔

TOP NEWS

Washington Nationals v Los Angeles Angels

Assessing Every MLB Team's Development System ⚾

10 Scorching MLB Takes 🌶️

New York Yankees v. Chicago Cubs

Yankees Call Up 6'7" Prospect 📈

New York Yankees v Tampa Bay Rays

Yankees OF Carted Off

New York Mets v San Diego Padres

Bartolo Posts on HR Anniversary 🤣

New 2026 NBA Mock Draft 🔮
Bleacher Report1w

New 2026 NBA Mock Draft 🔮

Projecting who Charlotte would select with a top pick 📲

TRENDING ON B/R