Why there will always be a part of me that dislikes him intensely.
That kind of money and he let years and years of opportunity go by the wayside. He and his miserly minion Harry nickel and dimed the Bruins out of some real Cup opportunities for many many years.
It was only when things got so bad that fans stopped showing up at the Garden in droves that he opened up the wallet and acted like he wanted a winner. Had to pay for his shiny new building and being a cheapskate with players wasn't filling the barn.
Hell the only time he spent money before that was when he ok'd the ridiculous deal for Marty Lapointe -- only because he got in a pissing match with another billionaire owner in Detroit. When push came to shove old Jerry shelled out dollars like they were used tissues (billionaire boy spat). But when it really counted he allowed Ray Bourque to got to arbitration.