Rosie O'Donnell fled America to escape Donald Trump.
He followed her to Ireland – with a cartoon.
And Donald Trump just posted an AI image of O'Donnell sitting in a shamrock-covered Irish cottage while writing him a love letter.
The Meme That Broke Rosie
The fictional letter reads, "Dear President Trump, You're truly one of a kind! XOXO, Rosie," with a thought bubble floating above her head that says, "My dearest Donald."
The whole joke is that it's the opposite of reality.
This is the same woman who has spent 20 years calling Trump a racist, a conman, a psychopath, and a narcissist.
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In a June interview, O'Donnell said Trump is "quite ill and getting worse daily."
Just weeks ago, she was telling anyone who would listen that Trump would never stop coming after her.
The Feud That Started Over a Beauty Queen
The Trump-Rosie war didn't start over politics.
It started in December 2006 when O'Donnell, then a co-host on The View, mocked Trump for letting Miss USA winner Tara Conner keep her crown despite allegations of drug use and underage drinking.
O'Donnell called Trump a "snake-oil salesman" and attacked his marriages on national television.
Trump called her "a real loser" and "a woman out of control."
That was nearly 20 years ago.
Neither one has let it go since.
The moment that cemented it for most people came at the 2016 presidential debate.
When a moderator pressed Trump on his history of insulting women, he looked into the camera and said his harsh words were largely directed at Rosie O'Donnell.
The audience laughed.
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O'Donnell did not.
Through two Trump presidential campaigns, two inaugurations, every cable news cycle and every election night – these two have been at each other's throats without pause.
Trump called her a "degenerate," a "pig," a "slob," and "dumb."
O'Donnell called him mentally unstable, a threat to democracy, and said if you grew up in New York you always knew he was a con man.
The feud even followed her to Ireland in the flesh.
When the Irish Prime Minister visited the White House in early 2025, a reporter asked why Ireland would allow O'Donnell to move there.
Trump jumped in before anyone could answer and said he was better off not knowing who she was.
She Ran. He Followed.
When Trump won his second term, O'Donnell didn't wait around.
She moved to Ireland, telling her followers she wouldn't consider coming back until it's "safe for all citizens to have equal rights."
Ireland welcomed her.
Trump welcomed the material.
In July 2025, Trump posted on Truth Social that he was giving "serious consideration to taking away her Citizenship" and called her "a threat to humanity."
O'Donnell fired back, citing the Constitution.
Trump renewed the threat in September 2025, writing, "She is not a Great American and is, in my opinion, incapable of being so!"
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O'Donnell fired back again.
And on Sunday, July 26, 2026 – Trump skipped the legal threats entirely and just drew a cartoon of her writing him fan mail from a leprechaun-infested cottage.
This Is How You Win
The cartoon is better than any policy argument.
O'Donnell has spent two decades positioning herself as Trump's most dedicated opponent – the one who saw through him when nobody else did, the one who called him out before it was fashionable, the one who loves America so much she left it.
And Trump responded by turning her into a lovesick fan writing letters in an Irish cottage with shamrocks on the wall.
He just made her look ridiculous – and tens of millions of people are sharing it.
That's the Trump playbook she never figured out how to beat.
She feeds the feud.
He makes the meme.
She gets the TDS diagnosis.
He gets the last laugh.
Sources:
- Fox News Staff, "Rosie O'Donnell, Donald Trump's citizenship feud caps decades of taunts and jabs," Fox News, July 15, 2025.
- Lauryn Overhultz, "Rosie O'Donnell fires back after Trump renews threat to revoke her US citizenship," Fox News, September 4, 2025.
- Janelle Ash, "Rosie O'Donnell uses Irish comedy club set to harp on Trump feud," Fox News, July 18, 2025.
- Fox News Staff, "Rosie O'Donnell quietly returns to US after abandoning country over Trump's victory," Fox News, February 14, 2026.
