I've got 21,195 Cubs cards from 316 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1975 O-Pee-Chee #411 George Mitterwald Today there were be three trainers looking at his eye. In 1975 he had to do it by himself.
1980s: 1987 Topps Traded #27 Andre Dawson He looks like a guy that just signed a contract with no salary amount filled in...:"What did I just do??"
1990s: 1991 Upper Deck Traded #27 Frank Castillo The righty was called up to the Cubs on June 27 and made his MLB debut that evening against the Pirates. He started and took a shutout into the ninth inning. After giving up two singles to start the ninth, the bullpen took over and turned a 3-0 leading into a 4-3 loss. Welcome to the Cubs!!
2000s: 2004 Upper Deck Traded #562 Nomar Garciaparra I was in Denver at Nomar's third game as a Cub. The crowd was at least 50% Cubs fans and he got a standing ovation at his first at bat.