Whether or not it will lead to ultimate success, I do think one thing working in Toronto's favor is Keefe and Dubas seem to be on the same page about what they want from the roster. Keefe seems to be finding the right roles for players that Dubas is acquiring, and Dubas seems to be finding the right pieces for what Keefe wants to do.
Whether that leads to a Cup or not is still up in the air. But at least they're on the same page, which sometimes you don't see between coach and GM, which leads to the GM acquiring players the coach doesn't know how to use.