Stephen Colbert dissects Donald Trump's nickname strategy with Trump's 'chief nickname strategist'

Stephen Colbert discusses Donald Trump's nicknames
(Image credit: Late Show)

Stephen Colbert began Wednesday's Late Show "Road to the White House" segment with a recap of Tuesday's primaries, noting that Bernie Sanders crushed Hillary Clinton in West Virginia, but barely made a dent in her delegate lead. He made some math jokes, then got down to business. "Despite his long odds, Bernie just got a powerful reminder that he's a serious contender in this race, because Donald Trump gave him a nickname," Crazy Bernie ("because he's not very good"), Colbert said, adding, "When it comes to knowing the meaning of the word 'crazy,' Donald Trump is not very good."

Still, "I just hope that Bernie Sanders does not take this nickname lightly, because these nicknames have destroyed all of Trump's opponents," he cautioned. Will Trump's nicknames work in the general election? To find out, Colbert brought on Trump's "chief nickname strategist," "Timmy Jenkins." Jenkins, who boasts "over five years of playground experience making nerds cry," shared some of Trump's (fake) unsuccessful nicknames for his vanquished rivals, then turned his schoolyard-taunting skills on Colbert. (And if you doubt that Colbert was a nerd in high school, check out his story about smoking a banned substance outside the homecoming dance.) You can watch below. Peter Weber

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Peter Weber, The Week US

Peter has worked as a news and culture writer and editor at The Week since the site's launch in 2008. He covers politics, world affairs, religion and cultural currents. His journalism career began as a copy editor at a financial newswire and has included editorial positions at The New York Times Magazine, Facts on File, and Oregon State University.