Five Random Cubs Cards

 I've got 20,625 Cubs cards from 304 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.

1900s - 1970s: 1960 Topps #412 Bob Anderson  Any card that has a peak at the Wrigley Field scoreboard is a winner to me!

1980s: 1987 O-Pee-Chee #383 Ron Davis  The card has the O-Pee-Chee name but the Topps airbrush hatchet job.

1990s: 1995 Select #164 Brooks Kieschnick There are just three Cubs cards in the 1995 Select set.  They belong to Sammy Sosa, Mark Grace, and Brooks Kieschnick.  Guess which on of the three doesn't belong.

2000s: 2004 Topps Total #369 LaTroy Hawkins  He doesn't look very happy for a guy that just signed a 3 year / $12 million dollar contract.  Maybe he knew that he he would be spending the three years with three different teams.

2010s: 2014 Topps #361 Edwin Jackson I still can't believe that the Cubs signed him to a 4 year / $50 million deal in 2013.  The guy ate innings and lost games.  His record over 2½ seasons with the Cubs was 16-34.