Although the New York Yankees picked up Strawberry's contract in 1995, the team decided to waive the option at the end of the year. Joining the minor-league St. Paul Saints for the 1996 season, Strawberry attempted to rebuild his career. In July 1996 the Yankees decided to sign Strawberry again and this time put him on the roster in August of that year. With the support of Yankees owner
George Steinbrenner, Strawberry seemed to complete his career comeback with a .262 batting average in sixty-three games in 1996. Injuries curtailed his 1997 season, but Strawberry returned to play 101 games in 1998, attaining a .247 batting average.
In October 1998 Strawberry underwent surgery to remove a cancerous tumor in his colon. The surgery ended his season but generated enormous public sympathy for the embattled star, who seemed to have finally put his problems behind him. During his recovery, however, Strawberry was arrested in April 1999 for soliciting sex from an undercover police officer and was found to be in possession of cocaine. He later pleaded no contest to the charges and rejoined the Yankees in September 1999 after serving a four-month suspension from baseball. Strawberry ended up playing twenty-four games with the Yankees at the end of the 1999 season and compiled a .327 batting average.
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