Manny Trillo, one of my favorite Cubs, wore it both times he played for them.
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Tom Stanton debuted on April 19, 1904, playing for the Chicago Cubs at West Side Park II; he played his final game on April 19, 1904, playing for the Chicago Cubs at West Side Park II.
Clay Bryant debuted on April 19, 1935, playing for the Chicago Cubs at Wrigley Field; he played his final game on September 26, 1940, playing for the Chicago Cubs at Wrigley Field.
Sterling Slaughter debuted on April 19, 1964, playing for the Chicago Cubs at Wrigley Field; he played his final game on September 13, 1964, playing for the Chicago Cubs at Wrigley Field.
Doyle Lade played in 19 games at pitcher for the Chicago Cubs in 1948, starting in none of them. He made 11 putouts, had 19 assists, and committed no errors, equivalent to 0 errors per game (estimate based on total games played in). He had one double play.
Banks retired after the 1971 season at the age of 40 after spending his entire Major League career 19 years with the Chicago Cubs.