That's Not Cool, Man.
A little context is important here, I think. For instance, aging music writers might be surprised by my suggestion that Kate Bush is "uncool" and American college jocks might feel the same way about Ween. So what gives?
When I use the word "cool" here, what I'm really saying is "acceptable" to Vancouver hipsters. It's impossible for me to avoid these people (I even like a lot of them) and they're very concerned with the issue of what is/isn't cool/acceptable, so it kinda rubs off on me.
Of course, the coolest thing these people can imagine right now is Pride Tiger, a possibly-unironic local shitrock band. So, of course, it's all relative. But if you find yourself cringing when you tell X Person that you like Y Musical Act, then Y Musical Act is probably truly uncool, at least in the mind of X Person.