During one of his final interviews with Donald Trump, Jimmy Kimmel got the real estate mogul to confess to using the alias Barron when making real estate deals. And if Kimmel got his wish, he’d put his Trump-whispering talent to use again. In 2017, Kimmel told “Good Morning America” he believed he could actually get Trump to change his political views on air if they were to chat again. “I think he needs to be surrounded by better people,” he said. But when Kimmel returned to the morning show a year later, his goal was less ambitious; he just wanted to grill Trump about his political transformation. “I’d be curious why he’s changed his opinion on so many important things,” he stated. In 2004, Trump told CNN his views were more closely aligned with the Democratic Party. He also used to be pro-choice, but thanks to his Supreme Court picks, Roe v. Wade was overturned.
In 2024, Kimmel told CNN he was still willing to interview Trump, despite their ongoing feud. He noted that Trump usually sticks to speaking with outlets that support him, adding, “I would like to get actual answers.” From the sounds of it, he probably wouldn’t let Trump walk away from their interview looking good. “I just cannot believe that anyone thinks it would be a good idea to put him back in the White House,” he marveled.