46. 'How to Lose Friends & Alienate People' (2008)
Toby Young's gossipy memoir about his days at Vanity Fair gets fictionalized – poorly – in Robert Weide's bubbly-but-annoying comedy. Simon Pegg plays a British literary journal editor who inexplicably winds up with a job at a big, glossy, legendary American celebrity magazine; Bridges plays his mercurial editor, Clayton Harding (get it?), who tells him off one minute, acts chummy the next, and then forgets who he is right after that. The veteran actor certainly seems to be having fun with the part; he's even got a hilariously smooth mane of hair (which doesn't quite look like Graydon Carter's, but still feels right). There's only so much, alas, that he can do with such an overall weak attempt at irreverence and snark.