Stephen Colbert's Late Show sends Trump off to Florida with a Frank Sinatra classic

(Image credit: Screenshot/Twitter/The Late Show)

last updated 5 November 2019

It took winning the Electoral College to dislodge Donald Trump from New York, and when he was inaugurated as America's 45th president, the song he chose for his first dance was the Frank Sinatra hit "My Way." And now, it turns out, the end really was near for his life as a New Yorker, because last week he figuratively followed other septuagenarian New Yorkers down I-95 to Florida, his new official home.

Some New Yorkers are undoubtedly sad to see the Queens-born Manhattanite depart the Big Apple (at least for tax purposes), but Stephen Colbert isn't among them, and his Late Show repurposed another late-Sinatra hit to bid him farewell on Monday's show.

Trump and Sinatra do have some things in common: They both grew up in the shadow of Manhattan, crossed the river to make their fortunes in the big city, became Republicans late in life, had reputed mob ties, and married multiple times. But Sinatra was not a Trump fan. And while they still proudly play "New York, New York" at Yankees games, Trump can't even attend a UFC mixed martial arts fight at Madison Square Garden without getting booed. As Sinatra sang, that's life.

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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.

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