Newsmakers

Feathers, Firestorms, and Flapping Gums: The Never-Ending War Between Rosie O’Donnell and Donald Trump

By Kitty Litter, Special to The Hollywood Beat

In the vast annals of American political theater and pop culture spectacle, few feuds have matched the operatic absurdity and staying power of the clash between Rosie O’Donnell and Donald J. Trump. It’s the Hatfields and McCoys of daytime talk shows and late-night tweetstorms. It’s Broadway belting versus boardroom bluster. It’s… frankly exhausting, but like a car crash outside a Dunkin’ Donuts, you can’t help but stare.

It all began in the innocent days of 2006, when Trump, then the kingpin of reality TV’s The Apprentice, decided to pardon the errant beauty queen Tara Conner, who had tested the limits of her Miss USA tiara with behavior more fit for a bachelorette party in Cabo. Rosie, then co-host of The View, dared to criticize the real estate mogul’s moral authority to act as national chaperone.

What followed was not a measured exchange of ideas but a Category 5 slap-fest of insults. O’Donnell likened Trump to a snake-oil salesman with “serial bad hair,” questioning his ethics, finances, and even his chin. Trump fired back in signature Trumpian fashion, calling Rosie “a real loser,” “a slob,” and “a woman out of control” — all before breakfast.

America, naturally, popped popcorn.

For years, their mutual animosity flared in the background like a pilot light in a leaky trailer. Trump would drop barbs in interviews and on Twitter like wedding rice at a shotgun ceremony. Rosie, never one to take the high road unless it led to a stage, would respond with all the fire and fury of a stand-up set at a truck stop.

Then came 2015. Trump descended that infamous escalator into presidential history, and Rosie — well, she became a permanent part of his stump speech. He would invoke her name as a kind of rhetorical palate cleanser, a one-size-fits-all punchline that guaranteed applause from any rally crowd. “Only Rosie O’Donnell,” he would say, as if her existence were proof enough of America’s need for walls, bans, and tax cuts for the already-cut.

For her part, Rosie morphed into a full-time Trump antagonist, part political commentator, part Twitter flamethrower. She called for his impeachment, suggested he be examined by a team of Navy psychiatrists, and once even retweeted a fan-made animation of Barron Trump in a horror-movie scenario — a move that even some allies winced at.

This feud wasn’t just personal — it became metaphysical. Rosie vs. Trump became code for blue vs. red, New York liberal snark vs. Queens-born bombast, brunch vs. steak well-done with ketchup. Theirs was not a disagreement but a cultural blood feud, etched into the zeitgeist alongside iPhones, Marvel movies, and the slow death of civility.

In the end, perhaps the feud was never really about the insults. Maybe it was performance art, a clash of two American archetypes: the loud, unapologetic comedian with a chip on her shoulder and a rescue dog on her lap, versus the loud, unapologetic mogul with a golden toilet and a Twitter ban.

In other words: peak United States of America.

As of press time, both parties had declined to comment. But let’s be real — just wait 20 minutes. Kitty Litter, over and way out. No, seriously.

Published by Tandy Culpepper

I am a veteran broadcast journalist. I was an Army brat before my father retired and moved us to the deep South. I'm talkin' Lower Alabama and Northwest Florida, I graduated from Tate High School and got botha Bachelor's degree and Master's in Teaching English from the University of West Florida, I taught English at Escambia County High School for two years before getting my m's in Speech Pathology and Audiology from Auburn University. Following graduation, I did a 180 degree turn and moved to Birmingham where I began ny broadcasting career at WBIQ, Channel 10. There I was host of a weekly primetime half-hour TV program called Alabama Lifestyles. A year later, I began a stint as a television weathercaster and public affairs host. A year later, I moved to West Palm Beach, Florida and became bureau chief at WPTV, the CBS affiliate. Two years later, I moved to Greensboro, North Carolina where I became co-host of a morng show called AM Carolina. The next year, I moved cross-country and became co-host and story producer at KTVN-TV in Reno, Nevada. I also became the medical reporter for the news department. Three years later, I moved to Louisville, Kentucky and became host and producer of a morning show called today in WAVE Country at WAVE-TV, Channel 3, the NBC affiliate. Following three years there, I moved to Los Angeles and became senior correspondent at the Turner Entertainment Reportn, an internationally-syndicated entertainment entertainment news service owned by CNN. I went back to school afterwards and got an MFA in Creative Nonfiction at Goucher College in Towson, Maryland, a suburb of Baltimore. Oh, yes. I won a hundred thousand dollars on the 100 Thousand Dollar Pyramid, then hosted by Dick Clark.

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