The State of the Penguins. Chris’ big question is – how long will the bad times last? The Penguins are the gold-standard franchise in town in the 21st century, with 3 Stanley Cup wins, including the back-to-back run just under a decade ago. For nearly 2 full decades, the Penguins were, at worst, in the mix of things. Chris called the Penguins a ‘blue blood’ of the league for the better part of 20 years. Chris described the decent as steady, but silent, including the shakeup in ownership. Chris thinks the initial part of the Kyle Dubas tenure has been disappointing, but he likes the idea of a rebuild and a team loaded with picks. And as long as they have Sidney Crosby, it could expedite that process. What happens if they don’t land Gavin McKenna?