I've got 18,418 Cubs cards from 256 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1916 Sporting News #16 Roger Bresnahan The Hall of Famer spent the last three years of his career with the Cubs.1980s: 1985 Leaf #180 Jody Davis Another catcher! Jody was at the peak of his game when this card came out.
1990s: 1997 Topps Awesome Impact #11 Brooks Kieschnick He wasn't awesome and had no real impact with the Cubs.
2000s: 2004 Donruss #239 Hee Seop Choi So far today we've had two catchers followed by two busted prospects.
2010s: 2015 Topps #108 Jorge Soler Soler's 48 homers last year was almost double his total in three seasons with the Cubs.