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Other 196's:
Obviously no idea, pure speculation, but I assume there would have been like, multiple careers in jeopardy if Jack stuck by Kyle initially. Jack Black got big dummy money now. Big dummy careers like this have teams of people involved. I'm sure he was getting threats of being dropped from agencies and upcoming gigs (no more Bowser unless you back off) that played a role in the choice. He's got enough money to be fine, but what about the others affected? I'm sure it was a terrible place to be.
Truly some devil's advocate thoughts here; was a punk-ass move distancing himself from Kyle instead of calling out the hypocrisy. Risky jokes have existed since forever - hell Gilbert had 9/11 jokes the very next night. The Right out here selling merch with violent rhetoric for years. The whole thing is goofy.