The Toronto Maple Leafs enter a critical offseason with three key challenges ahead. With a roster built around a core of young talent, the team must address long-term goalie stability after recent struggles in net. Contract decisions for key players could shape the franchise’s financial flexibility and competitive balance in the coming years. Meanwhile, the organization faces pressure to refine its development system to maximize the potential of its promising prospects. How the team navigates these issues will determine its trajectory in an increasingly competitive NHL landscape.