I've got 8,202 Cubs cards from 42 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1950s / 1960s: Topps 1961 #264 Glen Hobbie The good news for Glen Hobbie in 1961 is that he lost 7 fewer games than he did the previous season. The bad news is that he still lost 13 games after losing a whopping 20 games in 1960. And more bad news, he won 9 fewer games. His final line for 1961: 7-13 with and ERA of 4.26. Ouch!
1970s: Topps 1978 #722 Pete Broberg Here is one of Topps' uglier airbrush jobs. Broberg came to the Cubs in April, 1977 and split the season between AAA and the Cubs. He was with the Cubs from July through the end of the year, but Topps never got around to getting a picture of him. He was traded to the A's in spring training 1978. His year with the A's was his final in the major leagues.
1980s: Fleer 1981 #293 Rick Reuschel This card of Big Daddy is from Fleer's first set. I'm not sure what type of jacket he's wearing. It's not the official team jacket, since there is no Cubs logo patch. 1981 was not a good season for Reuschel. After posting a record of 4-7 for the Cubs, he was traded to the Yankees on June 12. He was 4-4 for New York after the trade.
1990s: Team Issued (Gatorade) 1996 #33 Mike Campbell This card is from the set the Cubs and Gatorade gave to the first 10,000 fans on August 18. In a fourteen season career, Cambpell pitched in 254 games in the minors and only 51 in the majors. His 13 games with the 1996 Cubs were his last big league games. He started five games and came out of the pen in eight. His record was 3-1 with a 4.46 ERA.
2000s: Pacific 2001 #459 Raul Gonzalez This card is from Pacific's last set, but it looks really nice. The blue and red on the card matches well with the Cubs home uniform. I'm not sure why Pacific considered him card worthy. He played in only 3 games for the Cubs in 2000 and was hitless in two at bats. He was granted free agency on October 18, 2000 and signed by the Reds on December 21, 2000. If anything, he should have been shown as a Red.