brockm:
I don't think you can ever fully fix the problem given that the various elements are going to be with us for a very, very long time (CN Tower, Rogers Centre, Gardiner). You probably have to wait for incremental improvement - Ripley probably won't do much design-wise, other than adding potential pedestrians (IMO, the orientation of the building and turning its' face back away from Bremner a huge lost opportunity), but an appropriately scaled new MTCC south building (where the existing entry pavilion sits) right up to the edge of Bremner might be able to improve things at the Simcoe St. end. That, filling in all the empty lots and redesigning all the park spaces in the area so that it is all tied in in a way that adds warmth all helps - right now the windswept plazas are way too sterile, and I think the Roundhouse Park (in fact, ALL the open space in the area) is pretty poor landscape architecture - cheap, unadventurous, unappealing generic park design on a budget.
AoD