Despite hitting a career-high 46 home runs in 1998, Canseco drew minimal attention in the free agent market. In 1999, he signed a three-year contract with the Tampa Bay Devil Rays . The contract included a clause stating that if Canseco were to be elected to the Hall of Fame he would be depicted as a member of the Devil Rays. That year he took the American League by storm, hitting 10 home runs in April, and leading the AL with 31 by the All-Star break (including number 400 for his career against Toronto's Kelvim Escobar). On pace for 60+ homers for the season, he was voted to the AL All-Star team as the DH, making his first All Star selection in 7 years. However, he injured his back days before the mid-summer classic and missed the game, as well as the Home Run Derby in Fenway Park. He finished the season with 34 home runs for the 1999 season.  
Following a brief pregame ceremony on August 12, Rodriguez donned the Yankee pinstripes for one final time as a player, contributing an RBI double in the first inning to help his team win. While he never reached the record-shattering heights that once seemed attainable, the slugger still finished with numbers that rank among the best ever in several categories, including home runs (696), RBIs (2,086), hits (3,115) and runs (2,021). Along with his three MVP awards, he won two Gold Gloves for his fielding prowess and was selected for 14 All-Star Games.
Due to the infrequent addition of members into the 50 home run club, Baseball Digest called it "a restrictive fraternity comprising slugging elite"  in 1954, when there were only six members. Of the seventeen members eligible for the Baseball Hall of Fame , eight have been elected and three were elected on the first ballot. Eligibility requires that a player has "been retired five seasons" or deceased for at least six months,  disqualifying four active players and five players who have been retired for less than five seasons. Some believe the milestone has become less important with the large number of new members;   fifteen players joined the club on a total of 24 occasions from 1995 to 2010.  Additionally, several of these recent members have had ties to performance-enhancing drugs .