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Extended legal losing streak hits Trump where it hurts

πŸŽ™οΈ The Briefing with Jen Psaki πŸ• June 5, 2026 at 5:09 PM
πŸ“ Source based in: World β€Ί Northern Hemisphere β€Ί North America β€Ί United States

Jen Psaki reviews the fresh string of legal failures Donald Trump has suffered, including a federal judge dropping the hammer on Trump’s sketchy IRS “settlement” trick to give himself a $1.8 billion slush fund. Former U.S. attorney Preet Bharara joins to share legal insights.

Rep. Suhas Subramanyam tells Jen Psaki about Pam Bondi’s behind-closed-doors testimony about the Jeffrey Epstein files before the House Overnight Committee, saying she repeatedly placed the burden of how the release of the Epstein files was handled on Donald Trump’s former criminal defense lawyer and current acting Attorney General Todd Blanche.

Jen Psaki points out that despite lots of promises, Donald Trump is repeatedly failing to secure a deal with Iran, and the terms that are reportedly being considered include monetary concessions that are significantly more than Trump and his allies criticized former President Barack Obama for. Ben Rhodes, former deputy national security advisor to President Obama, and Admiral John Kirby (ret.), former NSC coordinator for strategic communications, join to add further insight.

And Jen surveys the mess Donald Trump has made of Washington, D.C.

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