Five Random Cubs Cards

 I've got 20,513 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: 1922 American Caramel #157 Ray Grimes Who says white men can't jump?  My cards from this set are reprints.  

1980s: 1989 Fleer #423 Frank DiPino  He didn't play for the Cubs in 1989. He became a free agent after 1988 and signed with the Cardinals.  The Cubs goofed there because he was 9-0 with and ERA of 2.45 for the 1989 Cardinals.

1990s: 1990 O-Pee-Chee #613 Jeff Pico You have to believe me when I say that this is an O-Pee-Chee card because the you can't tell by the front of the card.

2000s: 2008 Bowman BDPP #21 Justin Bristow Any Bowman prospectors that bought Bristow cards busted.  He never made it above A ball.

2010s: 2011 Allen and Ginter #122 Ryan Dempster  He looks kind of smug here and that is my general opinion of Ryan Dempster.  He seemed to think he was a better pitcher than he was.  Today he thinks he a funnier commentator than he is.