I've got 10,336 Cubs cards from 66 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1950s / 1960s Topps Giant 1964 #58 Ron Santo I've got a complete post about the 1964 Giant set here. By 1964 Santo had established himself as one of the top 3rd baseman in baseball. He had a great season, hitting .313 with 30 homers and 119 RBIs. He played in his second All Star game and won his first gold glove. His most impressive stat of the season was his league leading 13 triples. Santo was not known for his speed, so that makes it even more amazing to me.
1970s SSPC 1976 #312 Jerry Morales Julio (that's his real name; that's what we called him) is a pretty hairy dude. He hit a career high 16 homers in 1976 despite an injury that limited him to 140 games.
1980s Upper Deck 1989 #6 Rolando Roomes That is not a very flattering swing. I can hear Harry now, "He pooooopppppped it up!" Roomes was signed by the Cubs out of high school in 1980 and finally made it to the majors in September, 1988. He hit .188 in 17 games and was traded to the Reds in December. He spent the 1989 season in Cincinnati and hit .263 in 107 games.
1990s Team Stadium Club 1994 #347 Sammy Sosa It looks like ivy on the border of this Team Stadium Club card. Sammy had a good year for the Cubs, leading the team in average (.300), home runs (25), RBIs (70), and steals (22) in the strike-shortened 1994 season.
2000s Throwback Threads 2004 #208 Ernie Banks This one is part of my Ernie Banks player collection. I got this one a while back on a shopping spree at Checkoutmycards. I just did a search for Ernie Banks and started clicking on a bunch of these cards I'd never seen before. It was a easy and fairly cheap way to build the Ernie stack. I like that the card used a picture of Ernie that's not seen very often.