October 13, 2016, Trump Called (Deaf "Celebrity Apprentice" Contestant) Marlee Matlin "Retarded"
Seriously. At least, thus sayeth three staffers.
Look: Mr. Trump is a guy who hates babies; has publicly made fun of the disabled as it is. A lawyer for the Grey Lady puts it best by observing that The Donald has no reputation to protect in a libel suit he threatened:
The essence of a libel claim, of course, is the protection of one’s reputation. Mr. Trump has bragged about his non-consensual sexual touching of women. He has bragged about intruding on beauty pageant contestants in their dressing rooms. He acquiesced to a radio host’s request to discuss Mr. Trump’s own daughter as a “piece of ass.” Multiple women not mentioned in our article have publicly come forward to report on Mr. Trump’s unwanted advances. Nothing in our article has had the slightest effect on the reputation that Mr. Trump, through his own words and actions, has already created for himself.
This all continues to defy parody.
Unfortunately, the joke remains on the American people, insofar as Hilary Clinton remains a dreadful enough candidate for this to continue to be a race. She'll probably win (and Lord knows, I'll do what I can to help make that happen)... but it will be far, far closer than it should be, given Mr. Trump's evidently inconceivably high degree of awfulness (whether at a policy level, at an operational level, and, of course, at a character level.)
Yup: defies parody.