Jeremy, an extremely intriguing thread title, and you have asked an excellent question.
Well, I’d take this gutless bag of puke…

…and introduce her to this veritable cinematic classic…

Also, I feel this smiling little charmer…

…could be made to remember at what point he sold out after a screening of this political satire…

I wonder what showing the first scene of Visitor Q to Woody Allen would result in?
—PolarisDiB
Yo!
Mel Gibson is a mirror image of the Bishop in ‘Fanny & Alexander’. If he’s paying attention to the film, he will realize his life is a farce. If he’s not he goes out, not in a blaze of glory, simply in a blaze.
This

might fit this

just as well as Network
Oprah Shitfrey looks a little more worried after your suggestion, Dennis, although I can’t say I’ve seen it.
(I’ve just looked up the synopsis, it seems like an intriguing film; ACMI should really do an Elia Kazan retrospective sometime: think of all the iconic films he directed).
jeremylandes
Hamlet used a play to convict the conscience of his uncle, King Claudius, by having the actors portray a murder using a poisoning-the-ear method that Claudius had committed against Hamlet’s father. Result: very uncomfortable theatrical experience yet oddly satisfying.
So if you got to have 2-3 hours in the presence of a public figure who needs a little conviction in his/her life, what movie would you use to nail them?
For myself, I’m thinking that if Sarah Palin came over I’d serve her some glazed ham and introduce her to Tim Robbins’ first film, Bob Roberts.