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18 March 2025

Judge Boasberg Challenges Trump Administration Over Deportation Compliance

The court demands clarity on hundreds of deportations amid national security claims and verbal orders.

On March 17, 2025, U.S. District Judge James Boasberg confronted the Trump administration over its alleged violation of his order concerning the deportation of more than 200 Venezuelans to El Salvador. These individuals were claimed to be associated with the Tren de Aragua gang, which has gained notoriety for its criminal activities. The judge's questioning of the administration’s adherence to his ruling highlighted potential legal and judicial ramifications for future deportation policies.

During a hearing, Judge Boasberg asserted it was "a heck of a stretch" for Department of Justice (DOJ) attorneys to argue they had complied with his directives following the deportations. Just hours earlier on March 15, the judge had issued both verbal instructions and a temporary restraining order preventing any deportation under the invocation of the Alien Enemies Act. Boasberg had explicitly ordered the administration to turn back any planes carrying migrants still airborne from U.S. airspace after his court ruling. Unfortunately, the administration proceeded with those deportations.

On Saturday, March 15, Boasberg conveyed his ruling verbally during the court session just before granting the restraining order, stating, “You need to comply with this immediately.” His orders were partially ignored by the Trump administration, which took the position they were beyond the scope of his jurisdiction because the flights had already moved over international waters at the time of the order.

Arguing before the court on March 17, Deputy Associate Attorney General Abhishek Kambli maintained, "The information I am authorized to provide is focused on national security concerns with flight patterns." His refusal to share more details about the deportations perplexed many, including the presiding judge who demanded transparency. Boasberg pressed Kambli furiously, asking, "Why are you showing up today without answers?" highlighting the seriousness of the case and the potential for consequences stemming from the failure to comply with judicial orders.

The court’s focus has raised questions on whether the U.S. government is abiding by the strict guidelines of law when dealing with immigrant deportations—especially under the controversial Alien Enemies Act of 1798, which has rarely been invoked. This law allows for expedited deportations amid claimed national emergencies, but critics argue it circumvents legal protections for individuals facing removal.

Emerging from the hearing, attorneys for the ACLU and other civil rights groups argued the government had violated Boasberg's directives. They noted the flights had already taken off after the judge’s previous verbal order concerning the non-removal of detainees who could potentially face irreparable harm. Lawyers highlighted, "Defendants could have turned the plane around without handing over individuals subject to the Proclamation and this Court's Temporary Restraining Order." This assertion indicates there was alternative means to comply with the judge’s ruling without proceeding with the deportations.

The deportations, which were grounded on President Trump’s proclamation targeting Venezuelan gang members, drew several responses from White House officials claiming no orders had been refused. White House Press Secretary Karoline Leavitt stated emphatically, "The administration did not 'refuse to comply' with a court order." This justification rested on the interpretation of the timing of the judge's written directive, stating it had no lawful basis as it came too late for actionable compliance.

While many observers are aware of the deportations' strain on the judicial system, some legal scholars have argued there should be accountability to the Constitution no matter the location of the individuals being deported. Constitutional law expert Michael J. Gerhardt criticized the administration by emphasizing, "A governmental plane is not operating outside the law even when over international waters." His statement suggests there should be no escape from judicial oversight simply based on geographic positioning.

Looking forward, Judge Boasberg ordered the DOJ to submit, by noon on March 18, detailed declarations about the flights' timing and confirmations about who had been deported. A second hearing is scheduled for March 21, where the court will reconvene to assess the administration's compliance with his orders and dissect the potential legal standing of Trump’s application of the Alien Enemies Act.

The tension between judicial oversight and executive authority remains palpable, raising concerns about the balance of power and the respect for judicial decrees. With both sides readying for continued legal battles, the outcomes may set significant precedents not only for immigration law but for the scope of executive power during claimed emergencies.

It’s not just the numbers of deportees or the statement of law hanging on the balance; it’s the fundamental principles of justice and due process during turbulent political climates and wartime declarations, which might define not just the current administration but the legacy of American immigration policy for years to come.