I've got 8,776 Cubs cards from 51 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1950s / 1960s: Topps 1958 #144 Bobby Morgan The Cubs picked Morgan up off of waivers in May of 1957 and he spent the rest of the season as the starting second baseman. But in 1958 he played in only one game, on April 20. He pinch hit in the fifth inning and struck out. That was his final appearance in a major league game. He spent the rest of 1958 in Buffalo, the A's AAA team.
1970s: Kelloggs 1977 #43 Bill Madlock This is a sad one. After winning NL batting titles in 1975 and 1976, Bill Madlock was traded. Sounds crazy, and it was. Madlock was looking for more money that PK Wrigley was willing to pay, so Madlock was sent to the Giants. There were whispers of racism when the trade was made. It didn't help any when Bobby Murcer, the player the Cubs got from the Giants, was given more money than Madlock was after. Madlock hit .302 for the Giants.
1980s: Donruss 1983 #225 Mike Proly The reliever opened the 1983 season on the DL with shoulder tendinitis. He made his first appearance on April 23 and ended up getting in to 60 games. He ended up 1-5 with a 3.58 ERA.
1990s: Fleer 1997 #274 Leo Gomez The Cubs said sayonara to Gomez in December, 1996, so he could sign with the Chunichi Dragons of the Japanese Central League. He had a decent season for the Dragons, hitting .315 with 21HRs and 89 RBIs.
2000s: Opening Day 2011 #24 Andrew Cashner This is the first time the random number generator has picked a card from the current season. I wish there was more to say about Cashner. He had a decent first outing, until he had to come out of the game with shoulder soreness. He's been on the DL ever since.