I respect Jeremy Jacobs. As much as I want the shiny toys every year, his management has made the Bruins the financially healthiest franchise in the league, which in turn allows them to be competitive on a continual basis.
I think of it this way: if a fanbase is a child who wants candy and pizza for dinner every night, MLSE and James Dolan want to be the cool dad and give them pizza to artificially buy their love (and because they want the pizza too). Jacobs tells us no and that we need to eat grilled chicken and vegetables. Maybe we hate it but year over year we're quite healthy while the Leafs are due for a root canal because of all the candy they ate and the Rangers are just starting to get out of a diabetic coma right now.
It is what it is, can't have it all all the time, and since the salary cap went into effect (largely pushed by Jacobs of course), Neely and Sweeney have a firm budget to buy the groceries so you can't blame cheapness anymore like it's 2001.