In a night packed with full-throttle late-night chaos, Jimmy Kimmel once again shook Hollywood as he used his stage to dismantle D.O.N.A.L.D T.R.U.M.P’s newest string of viral blunders. From mispronouncing the Congo President’s name on camera, to bragging about a “perfect” health-care plan he has been “finishing in three weeks” for over eleven years, to the now-infamous moment where he fell asleep during a diplomatic event, everything became fuel for a scorching, hilarious, and unfiltered segment. Kimmel didn’t just comment — he dove in, roasted every detail, and turned the entire situation into late-night entertainment gold.

Kimmel kicked off the monologue with his signature sarcasm: “If you think the supermoon was the biggest thing tonight, wait till you see Trump’s super-mistakes.” He then played the clip of T.R.U.M.P stumbling over the name “Chiseti,” turning it into something like “Jessek,” before claiming he had practically solved decades of conflict between Rwanda and Congo. The audience erupted as Kimmel compared the moment to “two neighbors arguing over a garden hose — not a historic conflict that’s cost millions of lives.”

But the hardest hit came when Kimmel dug into T.R.U.M.P’s legendary, never-released health-care plan. Jimmy put together a timeline of Trump’s promises — “Two weeks,” “Four weeks,” “Almost done,” “Ready to release soon” — all stretching across more than a decade. With perfect comedic timing, Kimmel quipped: “If your roofer said that for 11 years, you’d fire him by year two.” The crowd exploded with laughter as he asked, “At what point do we stop believing this eternal ‘two weeks’ promise?”

Then came the moment that broke the internet: the clip of T.R.U.M.P falling asleep mid-statement during a foreign policy session. Kimmel replayed it in slow-motion, zoomed in dramatically, and even added lullaby music — turning it into one of the most viral political comedy moments of the week. “A true global leader,” Jimmy joked, “napping his way through a peace discussion.” From there, he smoothly pivoted to the real-world issue: if Congress fails to extend subsidies, millions of Americans — especially in red states — will face skyrocketing insurance costs. He added, “How does someone who can’t stay awake for ten minutes promise a full health-care overhaul?”

Jimmy wasn’t done. He pulled up Google’s 2025 Trends list — where he ranks Top 3 globally — and jokingly thanked “all the drama Trump keeps generously providing.” The entire studio buzzed with the perfect mix of satire, sharp humor, and showbiz energy — exactly what fans expect from Jimmy Kimmel Live.

In his closing punchline, Kimmel delivered one of the most quoted lines of the night: “If you still believe that health-care plan is ‘on the way,’ just remember the supermoon shows up more reliably.” It was a brilliantly crafted mic-drop moment that left the audience roaring — a blend of political parody and pure entertainment that only Jimmy can deliver.

👉 Follow for more viral moments as Jimmy continues to torch the stage with the next round of late-night drama!