Not likely in my opinion. This is not without precedent, there's been several EDM artists who have not thought twice of doing a studio shot with some cracked plugin exposed.

This includes some big EDM names that really should have known better, given that anything like that is bound to generate many articles (Martin Garrix, Avicii, and Steve Aoki were the previous "big name offenders" exposed for showing pirate copies of Sylenth1 in videos). More to the point, several less known DJs have done things (like say a demo for Future Music) where eagle eyes will spot pirated synths there too.

It's pretty clear that Kanye didn't install a popup blocker while visiting The Pirate Bay; if he actually knew what he was doing, surely he'd at least do that, right? :)

No. Kanye is a law unto himself with a vast team of reactive PR people who try and perform damage control as and when needed.

yea, no.