You play to win, and the Bruins were often top favorites.
*Checks notes*
I’m not seeing where often comes into the equation.
In Bourque’s first 11 seasons, the Islanders won 4 in a row, the Oilers won 5 of 7, with Montreal and Calgary taking the remaining two. They lost to Montreal as the lower seed who went on to the Cup win. The year Calgary won, they lost in the second round to a far superior Montreal squad. They certainly were on the wrong side of a couple of upsets in that time span, but the end result is that there was no Cup they were taking in that 11 year time span.
Then we see the Penguins win back to back Cups. They lost to the Penguins in the Conference Finals both times, the first time as the higher seed and the second time as the lower. Were they seen as favorites even in the first year?
1992-1993 is the year of the upset. Fair enough. Getting swept in the first round as a #2 seed is a humiliating failure.
Then for the rest of his time in Boston, I see a lot of getting eliminated where expected and often by the team that goes on to represent the Conference and in some cases, winning the Cup.
I don’t see where they were top favorites “often” and I don’t see any real chances of winning when just 3 teams won 11 Cups in his first 13 seasons.