Very smart, insightful analysis of these two videos and the reason one "works" and the other doesn't.

Some satire does punch down (the originals, Horace and Juvenal, come to mind) and I'm sure the "Woke Jesus" certainly feels like satire to those predisposed to see it as such. But that's how nearly all satire works: as Swift famously wrote, "Satire is a sort of glass wherein beholders do generally discover everybody’s face but their own; which is the chief reason for that kind reception it meets with in the world, and that so very few are offended with it" (Battle of the Books).

Well done!