How many rings does Bob or Price have? How many of these have won in the last 10 years? 3 of them, and 2 of those were 9 and 10 years ago.
It's a very basic problem -- to win a cup you need to beat 4 good teams. Guaranteed, at least one of them, if not multiple, is going to have a goalie that does what your $8m goalie does, for less than half of the cap hit.
Heck, Tampa ran into that problem last year when we finally beat them. Sammy was basically as good as Vasi, and the Leafs had $6m more spent on their group infront of him.
Even this year, had Toronto started Joe Woll from the beginning, they might have gotten through. Had their star players not been injured and sick, they probably would have gotten through. Had they had a powerplay which performed to half of their capability, they probably would have gotten through, and it's not like Swayman was making ridiculous saves. Joseph Woll was every bit a good as him when he played.