I've got 18,467 Cubs cards from 257 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1952 Topps #324 Warren Hacker Today's first card come from Topps' first set. Hacker had the best year of his 12 year career in 1952. He posted a record of 15-9 with an ERA of 2.58.1980s: 1985 Fleer #64 Dick Ruthven Ruthven was the Cubs #5 starter in 1985. There was a time during the season when all five starters were on the disabled list. Ruthven made just 20 starts over the season.
1990s: 1993 Donruss #186 Sammy Sosab Donruss gives us a nice action shot of skinny Sammy.
2000s: 2002 Fleer Tradition Update #97 Mark Prior This would have been a pretty valuable card in 2002, a rookie card of the hot pitching prospect. It is now worth 18¢.
2010s: 2015 Pro Debut #100 Kyle Schwarber Schwarber was a big boy and this shot gives us a look at his belly hanging over his belt. He dropped a lot of that weight before last season, but most of it is back now.