If the bridge is too cool, I fear it'll overshadow Tomorrowland. Bad show encouraging bad show. A bad cycle that ought to be broken, sure. It should be beautiful and comfortable, whether that means contemporary or neutral victoriana like some other resorts around the globe. Contemporary is of equal neutrality to victoriana, so that works. But from a comfort perspective, lush landscaping can control temperatures and provide shade, and most modern/contemporary architecture lacks elements that aren't hard surfaces. They 150% need to be improving the resort grounds. But they also need to ensure the neutrality of those resort grounds.
I just really don't like that Disney put a crappy post-modern outlet mall right outside of Disneyland. There should be a clear cut between the outside world and the parks. A clear, obvious beginning to the show. The story and the effort and the careful masterful design that you are paying to experience beginsss HERE. Unlike universal, whose Citywalk is more exciting than half the theme park. It makes no sense that TDA gets a Frank Gehry when park guests see a dilapidated tomorrowland overshadowed by the Anaheim transportation center and pay 400$ a night to stay in the Paradise Pier Hotel. Maybe then tomorrowland ought to seriously break from the routine of updating every 20-30 years to present the "future" through what is just contemporary architecture. Let the bridge be a successful piece of architecture, and go back to the drawing board on Tomorrowland, de-emphasizing architecture altogether.