I've got 13,710 Cubs cards from 105 different brands listed on a spreadsheet. A random number generator picked five cards, one each from the past several decades.
1900s - 1970s: 1965 Topps #165 Dick Ellsworth The righty was a workhorse in the Cubs rotation, starting 36 or 37 games for five straight years. His 1965 season was a tale of two seasons. He was 10-4 up to the break, and then 4-11 the second half.
1980s: 1988 Team Issued David Berg #23 Ryne Sandberg I'm glad the RNG snagged a Sandberg card--gives me the chance to say a little about him resigning from the Phillies on Friday.
The Phillies over the past couple seasons are what the Cubs were after Piniella quit--a team ripe for an overhaul. If the Cubs hired Ryno when Lou quit, he would have had the same results as he did in Philadelphia. It wouldn't have been pretty. And then we would have seen him quit or get fired. But since he was passed over and then moved on to the Phillies, he got to have sucky teams there. His Cubs legacy is still good. I'm glad for that.
1990s: 1998 Studio #105 Kevin Orie The Anti-Bryant his only .181 for the 1998 Cubs before he was traded to the Marlins.
2000s: 2005 Factory Set Bonus #1 Casey McGehee This card was found only in the Cubs version of the Factory Set put out by Topps. It's one of five bonus cards, all of Cubs prospects. Of the five, McGehee had the best major league career and his is pretty mediocre.
2010s: 2014 Heritage #392 Travis Wood And speaking of mediocre...! Actually, Wood has been fairly decent this season since being moved to the pen.