John Oliver Goes Off on Trump’s Freedom 250 Concert Debacle

May 31, 2026 8:47pm PT John Oliver Goes Off on Trump’s Freedom 250 Concert Debacle

By Marlow Stern

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Marlow Stern

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John Olivers hosts "Last Week Tonight" on HBO.

HBO

Like his fellow HBO host Bill Maher, John Oliver dedicated the opening portion of his hit show “Last Week Tonight” with a takedown of President Trump’s Freedom 250 concert series celebrating America’s 250th birthday that initially boasted a lineup of not-so-relevant acts like Vanilla Ice, C+C Music Factory and Milli Vanilli.

“It is a stacked lineup of people that you haven’t thought about since 2009,” joked Oliver. “Honestly, that sounds less like America’s 250th birthday and more like the playlist at Rhonda’s 50th. The only really surprising thing about that lineup is there aren’t special appearances from the ShamWow guy and the Gushers kid whose head turned into a raspberry.”