'Not going to flinch': Expert predicts Supreme Court will hand Trump another 9-0 loss

'Not going to flinch': Expert predicts Supreme Court will hand Trump another 9-0 loss
Democracy Docket founder Marc Elias on MSNBC on April 16, 2025 (Image: Screengrab via MSNBC / YouTube)

Democracy Docket founder Marc Elias on MSNBC on April 16, 2025 (Image: Screengrab via MSNBC / YouTube)

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Attorney and Democracy Docket founder Marc Elias said the U.S. Supreme Court is not likely to side with President Donald Trump in his contempt of court appeal.

Judge James Boasberg, of the United States District Court for the District of Columbia, drew a line in the sand on the Trump administration’s open defiance of court orders. Boasberg ruled Wednesday that he found probable cause to hold administration officials in criminal contempt for “willful disregard of his order to halt deportations under the Alien Enemies Act.”

The judge gave Trump officials until April 23 to prove they did not try to outrun the courts by “hustling … deportees to an airport” before a judicial proclamation could stop them and to identify the specific official that made the decisions to defy the judge's order so they can be referred for prosecution. The White House responded it plans to appeal Boasberg’s order, but Elias said they will not likely find a friend on the highest court in the nation.

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“The courts are not going to flinch when it comes to compliance with their own orders,” Elias told MSNBC “Deadline White House” anchor Nicolle Wallace. “… [A]ll these cases against Donald Trump may boil down to whether [they] vindicate the president's … authority to ignore federal courts, and they're going to lose every one of those.”

The White House has the option to simply acknowledge the wrongdoing of removing due process from recent mass legal resident expulsions and take steps to correct their mistake, but Elias did not expect that brand of humility from the Trump administration. “But of course, this is Donald Trump's administration. He doesn't allow that kind of thing, so I assume they will escalate this and they will escalate it into a circumstance where they will lose, and the judge will win.”

Adding to that likelihood is the respect Boasberg commands from the bench. He was originally nominated by Republican George Bush to the Washington D.C. Superior Court and elevated by Democrat Barack Obama due to his perceived strong judicial temperament.

“If [presidential advisor] Stephen Miller thinks he can parade around the Oval Office like a tough guy, with [U.S. Attorney] Pam Bondi sitting there and [U.S. Secretary of State] Marco Rubio sinking into his couch … with a mischaracterization of the Supreme Court's order and try to intimidate Judge Boasberg, he is sadly mistaken," Elias said.

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