I've got 12,696 Cubs cards from 95 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1971 Topps Scratch Off Glenn Beckert Topps put out scratch off games in both the 1970 and 1971 sets. They used the exact same checklist both years, 24 cards, one player from each team. The fronts and backs are identical. The only difference in on the inside, where the '70s have a white background while the '71s are red.
1980s: 1989 Fleer Glossy #644 Joe Girardi and Rolando Roomes Girardi has a spring training shot while Roomes is at Wrigley. In 1989 Girardi became the Cubs first rookie catcher to start on Opening Day since Randy Hundley in 1966. When regular Damon Berryhill came of the DL, Girardi was sent to AAA. He came back to the Cubs in mid-June and stuck around for the rest of the season. Roomes didn't even play for the Cubs in 1989, having been traded to the Reds over the winter for Lloyd McClendon.
1990s: 1994 Triple Play #78 Sammy Sosa Look at Sammy straining to reach base. The 1994 Sammy was still trying hard...no big head, no home run hop.
2000s: 2001 Pacific #79 Rick Aguilera Pacific was done after the 2001 season. Aguilera didn't even make it to the 2001 season. He became a free agent after the 2000 season and the 38-year-old attracted zero interest. Career over.
2010s: 2010 Heritage #169 Ted Lilly Lilly strikes an old-time pose for Heritage. The 2010 season was his last with the Cubs. He was an unimpressive 3-8 at the trade deadline, but the Dodgers took him anyway. Lilly went 7-4 the rest of the season.