It goes both ways though. Kyle should also know his friend wouldn't be happy about potentially losing his career over calls to murder a person for political reasons.

Disclaimer: I fucking hate Trump and wish he was killed years ago so I'm not saying I disagree with what Kyle said, I'm just disagreeing with when he chose to express it because he was there representing tenacious D which extends to jack as well. I'll also add that at this point I worry that killing Trump now would only replace him with someone actually competent to drive the fascism train over the tracks that are already firmly in place, but that's a different discussion.

How much money did he lose cancelling the tour though?

Giving up that kind of money takes integrity.