Most fans, even on here, do not tie their personal happiness and success to the success of the team. They do not require a Stanley Cup every season to get on with their lives. Most fans watch the game as a distraction from other things, or a way to wind down at the end of the day. The entertainment that comes from the success is appreciated, and those fans certainly would like the team to win the Cup, but sometimes watching their favourite team is just an escape, and having a competitive team in the regular season make that escape enjoyable and it goes on much longer through the long winter months than the playoffs do.
Something I beleive that is not exactly what you are saying, but I can relate to your point of view:
Enjoying a season in most sports comes down to 2 things:
1.) You win the championship -OR-
2.) you exceed 'expecations'
The tough part for the Leafs right now is the expectations with most fans are that they are 'good enough' in terms of talent to make/win the cup. So #2 is a tough thing to acheive anymore. They are in a 'win the cup or bust' mode and that is tough for many fans.
Right now it is more 'fun' to be a fan of a team like the Devlis, Sens, Sabres. Are they as good as the leafs? no (well, we might have a discussion about the Devils this year), but they are all coming off bad stretches and improving.
Once you get close to the 'mountain peak' of a championship level team but you don't acheive it, being a fan can become a game of 'beating expections' and that, honestly, is not that fun when expectations are so high.
The days of a loss being followed by "It's ok, they are young, they are getting better".....those days are replaced by dread and worry after many losses, and even angst and anxiety after a 'too close' of a win vs an 'inferior team'.
Not everyone is like that, but from reading the forums, many people are like that (more than we probably want to admit). The ultimate goal is winning the cup, and this team is closer to that than they were 3, 4, and 5 years ago. BUT, it was almost more fun to be a FAN of this team 3-5 years ago when the trajectory was up and there were less expectations.
Don't have to look any farther than across the Lake to Buffalo. Bills fans are filled with a lot more of that same angst and anxiety and the seaons are less 'fun' than they were 2-3 years ago, and on the other side of it, Buffalo Fans are much more excited and having fun with the Sabres, who aren't that good yet but finally seem to be clearly 'on the way up'.