During the 1994–96 seasons, Knoblauch batted .312, .333, and .341, won the AL Gold Glove Award at second base in 1997, and became renowned for his speed—stealing over 40 bases in three consecutive seasons. After the 1997 season, Knoblauch was traded to the Yankees in exchange for four players (including two future All-Stars, Eric Milton and Cristian Guzman) and $3 million. Once a popular player in Minnesota, his very outspoken request to be traded away from the Twins ensured he would be roundly jeered on every successive trip to the Metrodome. This included throwing hot dogs, beer bottles, and golf balls at Knoblauch during a visit to the Metrodome in 2001.
New York Yankees
Knoblauch's arrival in New York was greeted with wide anticipation. Buster Olney, then with the New York Times and now one of ESPN's premier baseball analysts, predicted that Knoblauch and Derek Jeter would form the greatest double play combination in history. Though he struggled early on with the team, he hit a career-high 17 home runs as the Yankees won a then-American League record 114 games. In the 1998 postseason against the Cleveland Indians, Knoblauch committed a serious blunder, arguing with an umpire as play continued. Instead of chasing down the ball that was in play, Knoblauch argued with the umpire as Enrique Wilson scored from first base, giving Cleveland a 2–1 lead in the 12th inning. The Indians would go on to win the game, 4–1. A New York newspaper called him "Blauch-head." However, Knoblauch recovered and was an important factor in the World Series victory over the San Diego Padres, and the 1999 win over the Atlanta Braves. In Game 3 of the 1999 series, Knoblauch scored the game's first run, and also hit a dramatic two-run home run in the eighth inning to tie the score, with the Yankees eventually winning in the 10th. In the 2001 World Series, Game 5, Knoblauch scored the winning run, having led off with a single and scoring on a single by his replacement at 2nd base, Alfonso Soriano. This game became known as "Deja Vu—It ain't over til it's over—All Over Again" game, the second consecutive night that the Yankees tied in the bottom of the 9th with two outs, and then won in extra innings.
The Yankees won the American League pennant every year he was with the team, winning three World Series championships.
Kansas City Royals
Towards the end of his career, Knoblauch's performance at the plate also grew worse, with many observers believing he was preoccupied by his fielding troubles and trying too hard to hit home runs. Knoblauch was benched in the final game of the 2001 World Series (he hit just .056), and left for Kansas City as a free agent in the offseason. Knoblauch played in just 80 games in left field for the Royals, batting a meager .210, and the team declined to offer him a new contract the following year. In 2003, having failed to gain a job with a major league team, Knoblauch announced his retirement.
Once considered one of the game's best fielders (in fact, ESPN personalities nicknamed him "Fundamentally Sound" Chuck Knoblauch), Knoblauch's play deteriorated shortly into his Yankee career. In 1999 he began to have difficulty making accurate throws to first base, a condition sometimes referred to in baseball as "the yips", "Steve Blass Disease", or "Steve Sax Syndrome" in more recent years. By 2000, the problem had grown serious enough that he began to see more playing time as a designated hitter.
Knoblauch tried various solutions to his problem, but his throwing would not improve. He made an unprecedented number of throwing errors, routinely making abnormal throws out of the reach of the first baseman. (During one game, an errant throw sailed into the stands and hit sportscaster Keith Olbermann's mother in the head.) After making three throwing errors in six innings of the Yankees' 12–3 loss to the Chicago White Sox, on 16 June 2000, Knoblauch voluntarily left the game. He then left Yankee Stadium in his street clothes while the game was still in progress. Stumping commentators, fans, and himself, Knoblauch never fully recovered his throwing accuracy. He was reassigned to left field by manager Joe Torre, never to return to his old position.
On September 25, 2009, an officer from the Memorial Villages Police Department, near Houston, was told by Knoblauch's common-law wife, Stacey Victoria Stelmach, that he hit and choked her. A police officer's affidavit alleged that "redness around her neck and swelling near her eye [were] consistent with her statement." On September 29, 2009, the Harris County, Texas District Attorney charged Knoblauch with assaulting a family member by choking, a third-degree felony in Texas. Knoblauch pled guilty to misdemeanor assault in connection with the case on March 16, 2010. The couple was reportedly going through a divorce.
A four-time All-Star, in his career Knoblauch batted .289 with 98 home runs and 615 runs batted in. He stole 25 or more bases in 10 of his 12 seasons, finishing with 407 in his career – including 276 with the Twins, the most for the team since its move from Washington in 1961.
Mitchell Report / Grimsley affidavit
In December 2007, Knoblauch was included in the Mitchell Report which provided detailed evidence that he used performance-enhancing drugs during his career. In the Mitchell report, Brian McNamee states that he procured Human Growth Hormone (HGH) from Kirk Radomski for Knoblauch in 2001 when he served as the New York Yankees assistant strength coach. McNamee states that during the season, he injected Knoblauch seven to nine times with HGH. McNamee states that Knoblauch paid Radomski for the drugs through him or Jason Grimsley, and also believed that Knoblauch obtained HGH from Grimsley. Knoblauch did not respond to a request to meet with the Mitchell investigators to discuss the allegations.
On December 20, 2007 Knoblauch was also named in Jason Grimsley's unsealed affidavit as an alleged user of HGH. Knoblauch and Grimsley were teammates on the 1999–2000 New York Yankees.
On January 11, 2008, the New York Times published a rare look at Chuck Knoblauch's post-baseball life. The article painted Knoblauch's outlook on baseball and The Mitchell Report as being apathetic. As he has been retired for 5 years, he expressed "bewilderment at his inclusion" in the report and stated that "I have nothing to defend and I have nothing to hide at the same time." As of January 2008, Chuck Knoblauch owned a condominium in Houston, and a house in the Houston area, and was not interested in returning to professional baseball in any capacity.
On January 22, 2008, Knoblauch was subpoenaed by the congressional committee investigating steroids in baseball after he failed to respond to an invitation to give a deposition by the January 18, 2008 deadline. On January 23, the Associated Press reported that federal marshals had as yet been unable to find Knoblauch to serve him with the subpoena.
On January 28, 2008, it was reported that the congressional subpoena had been withdrawn after Knoblauch agreed to give a deposition on February 1, 2008.
Knoblauch has admitted to using human growth hormone: "I did HGH. It didn't help me out. It didn't make me any better. I had the worst years of my career from a batting average standpoint. And I got hurt. So there was no good that came out of it for me—it was not performance-enhancing for me."