Is Kyle Dubas Running Out of Time?

Sidney Crosby is in his last year of his current contract and potentially career. Is Kyle Dubas doing enough to give him a legitimate run at a Stanely Cup?

The Penguins have been fairly quiet this offseason. They acquired Nicholas Robertson from the Toronto Maple Leafs and signed him to a two-year deal worth $3.25 million AAV. They also signed Andrei Kuzmenko to a one-year, $5 million AAV contract. After that, they proceeded to lose 30+ goal scorer Anthony Mantha to division rival New Jersey on a deal carrying a $4.75 million cap hit.