Anderson was traded during the 1988 season after only playing 41 Major League Games with Boston. In 1992, he was finally an everyday player, which he would be until 2000. Anderson had a very good 1992, where he led the American League in Plate Appearances (749), and he had 21 Home Runs and 53 Stolen Bases, and in the next three years, he would have at least 10 Homers and 20 SB, with a Batting Average over .260.
The 1996 season mentioned above happened, with his second All-Star appearance occurring, and he went to his third All-Star game in 1997, where he batted .288 with 170 Hits and 18 Home Runs. He had at least 18 dingers over the next three seasons, and he played one more year in Maryland before finishing his career with one year in Cleveland.With the Orioles, Anderson would have 1,614 Hits with 209 Home Runs and 307 Stolen Bases.