I've got 12,734 Cubs cards from 102 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1964 Topps #192 John Boccabella / Billy Cowan This card has the ugly looking paining type picture instead of actual photographs. Was this Topps' way of getting a Cub hat on these minor leaguers? Both would have major league careers, though their best years were with other teams, not the Cubs.
1980s: 1982 Fleer #587 Tim Blackwell Tim Blackwell sporting the long mustache. Though shown as a Cub, Blackwell spent the 1982 season with the Expos. He became a free agent after the 1981 season and the new front office led by Dallas Green chose to let Blackwell go.
1990s: 1992 Topps Debut #157 Bob Scanlan The card shows that Scanlan's big league debut was with the Cubs on May 7, 1991. How did he do you ask? No too bad actually. Facing the Astros as Wrigley Field, he started the game made it to one batter in the eighth inning. He gave up just five hits, one run (unearned), and struck out three while walking one. The bullpen held the lead and Scanlan picked up the win as the final score was Cubs 4, Astros 3.
2000s: 2006 Heritage Flashback #EB Ernie Banks The cards flashes back to September 29, 1957. Ernie was 5 for 5 with three doubles and two singles. Despite all those hits, he had only one RBI and scored only once.
2010s: 2010 Pro Debut #189 Rebel Ridling I was hoping this guy would make it to the bigs just because his name sounds cool...Rebel Ridling. It wasn't to be, however. The highest he got was AA. His last professional season was 2012, when he hit just .190 at the AA level. The Cubs released his after the season.