I've got 13,917 Cubs cards from 107 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1977 Topps #639 Jerry Morales As a kid I tried to imitate the batting stance of the different Cubs players. This card gives a good look at what I did for Jerry Morales... hold the bat up really high.
1980s: 1988 Fleer #432 Scott Sanderson Looks like Nike got a little free advertising with this card. You can see a white swoosh peaking through Sanderson's jersey. This picture would have been taken during a pregame throwing session because that jersey is a batting practice jersey.
1990s: 1991 Fleer #425 Bill Long Long was one of those who played on both the north side and south side. The Cubs got him from the Sox early in the 1990 season. He was 6-1 coming out of the pen, but put up an ERA of 4.37. The Cubs released him after the season and he spent a bit of 1991 with the Expos, his final big league season.
2000s: 2005 Topps Update #256 Kevin Collins Who?? Kevin Collins was the Cubs' 24th round pick in 2000. Six seasons later he was still in A ball, but Topps decided he was worthy of a first year card in the update set. He actually had a decent season in 2004, but separated his shoulder in 2005 and never really recovered. The Cubs released him in June, 2006. He was picked up by the Cardinals and played 14 games in A ball before his professional career came to an end,
2010s: 2013 Topps Archives #161 Anthony Rizzo The Cubs first baseman is taking a whack at a pitch at Nationals Park.