I think you're just attached to it. It fails in readability, even at larger sizes, and is a mess from a technical perspective with the overuse of strokes and thin line weights. There are a lot of other terrible logos there, but some like Tokyo, Hong Kong, London Underground and even nearby Montreal are not only iconic, but well designed and can still be 'read' at minute sizes. The TTC logo really needs to be updated for the modern age, but it doesn't mean you need to discard the overall shape of the shield and ribbon, it just needs to be simplified and refined.