All Things Sarah …
NY Times attributes ‘How’s that Working Out for You? to Sarah Palin?
According to Tom Kuntz in the New York Times’ Week in Review (June 18, 2011):
Refudiate this: Sarah Palin’s undeniable impact on the English language. Exhibit A, of course, is the idiom she lent wildfire currency to only last year, by asking at a Tea Party convention on Feb. 6, “How’s that hopey-changey stuff working out for ya?” Witness the meme’s broad cultural reach ever since and — perhaps unfortunate in some cases — its seemingly limitless versatility.
“How’s that working out for ya?” — Herman Cain in the first Republican presidential debate on May 5, belittling rule by Washington politicians.
“Someone really should borrow Sarah Palin’s question and ask [Prime Minister] David Cameron: ‘How’s that hopey-changey thing working out for ya?’ ” — The Observer, London, March 27
“Hey, seniors, how’s that no-tax thing been working out for ya?” — Letter to the editor, The Philadelphia Inquirer, April 10 …
[and it goes on to cite another half dozen instances]
The Global Language Monitor has traced back the meme at least to the 1999 film Fight Club; the phrase, no doubt, can be traced much earlier.