Five Random Cubs Cards

 I've got 21,904 Cubs cards from 317 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.

1900s - 1970s: 1958 Topps #135 Moe Drabowsky It's easy to spot a picture of a Cubs player taken in 1957, as this one was.  That year was the only season that they had white piping on their hats.

1980s: 1987 Fleer #575 Chris Speier He really is getting down low to make this throw.  He almost looks like a pitcher.

1990s: 1993 Baseball Card Magazine #88 Sammy Sosa The magazine did a pretty decent job of reproducing the 1968 look, especially with the limited technology that was available back then.

2000s: 2000 Fox Sports Net #7 Eric Young These cards were give away by the Cubs at Wrigley on August 15.  Young batted leadoff that day and was 1-4 as the Cubs fell to the Cardinals 4-2.  

2010s: 2018 Factory Team Set #CC15 Albert Almora The 2018 season was his last decent season, as he hit .286 as the Cubs starting center fielder.  After that his averages were .236, .167, .115, and .223.  But despite the mediocre at best career, he will always be the guy that scored the go-ahead run in the 10th inning of game 7 of the 2016 World Series.