1990-91 marked the first season of Upper Deck hockey cards. It was also the first time the Pittsburgh Penguins won the Stanley Cup. 2014-15 Upper Deck Series 2 Day with the Cup Flashbacks combine both 25th anniversaries with a surprise insert set.
Or maybe it's just an excuse to celebrate Jaromir Jagr's Hall of Fame-worthy mullet.
This is the first time Day with the Cup has been used as a retro sort of insert. Like the Acetate Young Guns and Jean Beliveau Tribute, Upper Deck didn't include the Day with the Cup Flashbacks on their checklist or announce them in advance. Insertion rates for the four-card set. However, like the regular Day with the Cup inserts in 2014-15 Upper Deck Series 2 Hockey, they are definitely tough to pull.
Day with the Cup has become a staple in Upper Deck's flagship hockey set. It began as an unannounced insert back in 2011-12 and has continued every year since. Still a short print, Day with the Cup is no longer a surprise. The cards show players with the Stanley Cup during the offseason.
The Penguins Flashback Day with the Cup cards picture players holding the Cup, but they appear to be more locker room-focused.
2014-15 Upper Deck Series 2 Hockey Day with the Cup Flashbacks Checklist
DCF2 Ron Francis, Pittsburgh Penguins
DCF3 Jaromir Jagr, Pittsburgh Penguins
DCF4 Tom Barrasso, Pittsburgh Penguins