The argument from people not to increase the size of the Cup seems to be limited to whether it's the right size for lifting and skating around the ice. Mirtle thinks Trottier's thoughts on it's hoistability are worth something but it seems to be a very shallow point to make.
The problem is too much weight? The entire weight is 35lbs. Can the base be made lighter as the rings are added?
Maybe it's more important that the players can drink from it? Hey, if they take it back to the size it was in the 20s then the players' kids and wives could carry it too.
There have been numerous alterations to the Cup structure. In its infancy, tiered rings were added periodically to the bottom of the bowl. This was followed by long narrow bands in 1927 which were later replaced by uneven bands in 1947. Because the Cup is the only professional sports trophy where the name of every member of the winning team is inscribed, bands are often retired to make room for new champions.
Well, that last sentence is sort of contradictory. It's the only professional sports trophy where the name of every member of the winning team is inscribed until they've been there for a certain number of years after which their names are removed because it's more important to have it the perfect size for carrying around the ice.
The Cup has been changed in the past and it can change again. It's more important to keep all the winnners on it.