Jose Canseco

The A's won that Series against Toronto, and took the World Series title that year against Bay Area rivals the San Francisco Giants. Canseco ended the season with a.269 average. He was signed to a record-setting five-year, $23.5 million contract, but injuries hampered his 1990 season. Though the A's made it into the next World Series, they lost to the Cincinnati Reds. In 1991, the A's failed to make the playoffs.

At the height of his career, Canseco was inarguably baseball's biggest celebrity. He was swarmed by fans everywhere he went, and was once even spotted leaving the apartment of sexy pop-singer Madonna. Several runins with authorities added to his cultivated bad-boy image: he racked up speeding tickets in the Porsches and Lamborghinis he collected, kept a pet cougar at his Miami home, and was once arrested for carrying a loaded semiautomatic pistol. Promoters of a baseball-card show sued him for being a no-show, and Canseco even had a "1-900-234-JOSE" hotline, which cost fans $2 during the first minute and $1 minute thereafter. Through it all Canseco had a problematic relationship with sports journalists, who were awed by his innate talents but put off by his ego. "Canseco is a baseball virtuoso, an athletic flower that blooms once a century," wrote Rick Reilly in Sports Illustrated. "We know this because he mentioned it the other day."