1980s: 1984 Topps #151 Steve Trout The lefty had the best season of his career in 1984. He posted a career-best 13 wins and topped the team in games started and innings pitched. He also pitched the Cubs to a 4-2 win in game 2 of the NLCS, going eight strong innings.
1990s: 1992 Old Style Team Issued #14 Ken Hubbs This card comes from a set the Cubs and Old Style put together which included 28 cards of former Cubs greats. It was given away at Wrigley Field on August 28 to the first 20,000 adults.
2000s: 2001 Topps Chrome #378 Sammy Sosa Sammy set a major league record in 2001 by recording his third season of 60+ home runs. Any change that the record will every be broken? In the post-steroid era, I'd say no.
2010s: 2010 Turkey Red #150 Starlin Castro The RNG gives me another change to say so long to Starlin Castro. In 2010 Turkey Red was an insert, not a stand-alone set. Castro's card was part of the Update set. It didn't take Topps very long to jump on the Starlin Castro bandwagon.