1950s / 1960s: 1956 Topps #112 Dee Fondy Look at that nice action as Fondy dives back to the bag. Dee Fondy was the Cubs first baseman from 1951-1957. By the time this card came out in 1956, he was 31 and his skills were starting to slip.
1970s: 1974 Topps Stamps Burt Hooton Look at Happy, smirking as always. This stamp was part of a ten stamp Cubs team set. The 1974 season was not a good one for Hooton. After being a starter his first two seasons with the Cubs, the '74 season saw him splitting his time between the rotation and the bullpen--a definite demotion. His 7-11 record and 4.80 ERA would help explain the demotion.
1990s: 1994 Collectors Choice #308 Randy Myers This card is from the Performers subset and recognizes Myers ad the 1993 NL saves leader. In fact, Myers set an NL record with 53 saves in 1993. In the strike-shortened 1994 season, Myers recorded 21 saves.
2000s: 2011 Heritage Minor League #111 Ryan Flaherty The Cubs first round pick in the 2008 draft spent the 2011 season in AA and AAA. After the season he was taken by the Orioles in the Rule 5 draft and has spent most of the past two seasons as a utility player.