Actually, I might take back my concern about affording Hellebuyck long term after looking at their cap structure a bit more. If the Penguins get out of Granlund's deal this off-season, they'll be sitting with $42.5 million in cap space with a $87.5 million salary cap for 2024-2025 with 4 F (Crosby, Malkin, Rust and Rakell) and 4 D (Letang, Petry, Pettersson and Rutta) under contract. Including Smith, Poehling and O'Connor to fill depth roles takes that to probably around $40 million in cap space.
Assuming Guentzel and Hellebuyck come in at $18 million combined (using this to be conservative), that leaves the Penguins with $22 million in cap space with needing a 2nd line LW, an entire 3rd line, a 4th line RW, 2 extra F, a 2nd pair LD, an extra defenseman and a backup goalie. Filling those depth roles (meaning extras, 4th line and backup goalie) for $5 million combined leaves the Penguins with $17 million in cap space for a 2nd line LW, an entire 3rd line and a 2nd pair LD. That seems doable to me.