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Trump told PEOPLE in 2006 that O'Donnell would "rue the words she said."
"I’ll most likely sue her for making those false statements — and it’ll be fun. Rosie’s a loser, a real loser," he said at the time. "I look forward to taking lots of money from my nice, fat little Rosie."
Fueling the fire, Trump made several media appearances over the following weeks, attacking O'Donnell at seemingly every opportunity.
“Disgraceful, a horrible human being, a terrible person,” he told Larry King on CNN at the time, also telling the New York Post: “She’s an extremely unattractive person who doesn’t understand the truth. … She’s a bully and she sucker punches people.”
Their argument found its way onto Twitter, with the pair jousting back and forth even after Trump entered the Oval Office.
During a presidential debate in September 2016, he circled back to it yet again, saying then: "Somebody who has been very vicious to me, Rosie O’Donnell, I said very tough things to her and I think everybody would agree that she deserves it and nobody feels sorry for her." (She soon tweeted that he was an "orange anus.")
In October 2017, O'Donnell talked to W magazine about her "rage" and sadness after Trump was elected president in 2016. The Emmy winner said she felt "severe shock to my entire essence and my beliefs in the order in the world."
"I seriously worry whether I personally will be able to live through [his presidency] and whether the nation will be able to live through it and survive," O’Donnell said at the time. "It’s a terrifying concept, on the brink of nuclear war with a madman in charge."
For his part, the last time the president tweeted about O'Donnell by name was in 2017 when he replied to a months-old tweet of hers complaining about former FBI Director James Comey, whom Trump had just surprisingly fired.
He wrote, "We finally agree on something Rosie."
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