I've got 14,494 Cubs cards from 109 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1963 Topps #81 Jimmie Schaffer Jimmie is not a happy looking man. He came to the Cubs in the winter of 1962 in a trade with the Cardinals. He was a backup catcher for the Cardinals and had the same role with the Cubs.
1990s: 1999 Team Issued All Century Team Old Style Mordecai Brown You can't argue against Brown making the Cubs All Century team. From 1906 - 1911 he averaged 24 wins per season as the Cubs won four pennants.
2000s: 2006 Topps '52 #BC Buck Coats Autograph Sometimes following the rule means you end up with the autograph of a career .193 hitter.
2010s: 2015 Gypsy Queen #97 Anthony Rizzo Though a 2015 card, the picture is from 2013....when Rizzo was growing his hair out longer.