Jimmy Kimmel Spots Exact Moment Trump’s Own Chief Of Staff Knew He Went Too Far

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Jimmy Kimmel said President Donald Trump held a “doozy of a press conference” this week in which he announced a plan to remove all Palestinians from Gaza and build a real estate development there that the United States would own.

“It’s like our country’s being run by the maniac from ‘Saw’,” Kimmel said. “Donald ‘Jigsaw’ Trump.”

When asked who he envisioned living in Gaza with the Palestinians gone, Trump said “the world’s people.”

“The world’s people,” Kimmel repeated. “Maybe The Village People, I don’t know. You can see he’s really thought this through. Every idea is worse than the last idea.”

Trump said this new development would become “the Riviera of the Middle East.”

Kimmel was ready with a reality check.

“Trump didn’t even have success with the Atlantic City of New Jersey, never mind the Riviera of the Middle East,” Kimmel said. He noted that Arab nations have already rejected the plan, and predicted it would “never” happen.

He said Trump’s own officials appeared shocked, especially in one image that’s gone viral.

“That is the face of a woman whose soul just exited her body at the speed of light,” Kimmel said as he showed a photo of White House Chief of Staff Susie Wiles seemingly reacting to the announcement:

WASHINGTON, DC - FEBRUARY 04: U.S. President Donald Trump, accompanied by White House Chief of Staff Susie Wiles (R), speaks during a meeting with Israeli Prime Minister Benjamin Netanyahu in the Oval Office of the White House on February 04, 2025 in Washington, DC. Netanyahu is the first foreign leader to visit Trump since he returned to the White House last month. (Photo by Anna Moneymaker/Getty Images)
WASHINGTON, DC – FEBRUARY 04: U.S. President Donald Trump, accompanied by White House Chief of Staff Susie Wiles (R), speaks during a meeting with Israeli Prime Minister Benjamin Netanyahu in the Oval Office of the White House on February 04, 2025 in Washington, DC. Netanyahu is the first foreign leader to visit Trump since he returned to the White House last month. (Photo by Anna Moneymaker/Getty Images)
Anna Moneymaker via Getty Images

See more in his Wednesday night monologue:

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