I've got 18,359 Cubs cards from 256 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1957 Topps #84 Moe Drabowsky The 1957 season was Moe's first full year in the big league. Used as a starter, he posted a record of 13 - 15.
1980s: 1984 Fleer #491 Jody Davis It's always a good look to see catchers posed in their crouch. Jody was an All-Star in 1984 and finished 10th in the MVP balloting. In fact, four Cubs finished in the top ten, with Ryne Sandberg winning the award.
2000s: 2005 Topps Chrome #363 Jeromy Burnitz I thought this was a weird looking card. The pose looks more appropriate for Heritage, not Chrome or the flagship.
2010s: 2019 Heritage #440 Javier Baez Baez was listed with two positions on most 2019 cards but its only shortstop on the 2020 cards.