Judges Block Trump’s Orders Targeting Two Law Firms, While Skadden Reaches a Deal
Two federal judges have blocked executive orders issued by former U.S. President Donald Trump, which targeted the law firms Jenner & Block and WilmerHale. The orders, signed earlier this year, aimed to terminate federal contracts with these firms and restrict their access to government agencies. The move was widely seen as retaliatory, given that both firms had played roles in legal matters related to Trump’s presidency and campaign.
Background of the Executive Orders
The executive orders in question directed federal agencies to cease all professional relationships with Jenner & Block and WilmerHale. The orders also prohibited these firms from representing clients in federal matters and barred their attorneys from entering government buildings. The justification provided by Trump’s team was that the firms had engaged in what they described as “politically motivated” legal actions against him during his presidency.
These actions included their involvement in cases related to the investigation into Russian election interference and Trump’s impeachment trials. The former president accused these firms of bias and argued that they were undermining his ability to conduct political and business affairs without legal harassment.

Court Rulings Against the Orders
In response to lawsuits filed by the law firms, two federal judges ruled that Trump’s executive orders were unconstitutional. They determined that the orders violated the First Amendment, which protects freedom of speech and association, and the Fifth Amendment, which guarantees due process.
The judges found that the administration had failed to provide sufficient legal grounds for its actions and that the orders seemed to be politically motivated rather than based on legitimate national security or government interests. The rulings temporarily block the enforcement of the orders while the case proceeds through the judicial system.
Reactions from the Legal Community
The rulings were seen as a victory for the legal profession and for the principle of independent legal representation. Legal experts criticized the orders as an attempt to punish firms that had opposed Trump in the past. Many within the legal community expressed concern that such executive actions, if left unchecked, could set a dangerous precedent for political retaliation against law firms representing clients in politically sensitive cases.
Skadden’s Alternative Approach
In contrast to Jenner & Block and WilmerHale, the law firm Skadden, Arps, Slate, Meagher & Flom LLP chose a different approach. Instead of challenging Trump’s orders in court, Skadden negotiated a settlement with the administration. Under the agreement, Skadden pledged to provide at least $100 million in pro bono legal services for causes supported by Trump, such as assisting veterans, military personnel, and law enforcement officers.
As part of the deal, Skadden also committed to a merit-based hiring process and agreed to fund five legal fellows who would work on initiatives aligned with Trump’s policy goals. The firm described the agreement as a compromise that would allow it to continue its operations without disruption.
Implications of the Decisions
The court rulings and Skadden’s agreement highlight the different strategies taken by major law firms in response to Trump’s aggressive use of executive power. While some firms chose to fight back through the legal system, others opted for negotiation to maintain their professional standing.
These developments also raise broader questions about the independence of the legal profession and whether future administrations might attempt similar tactics to exert influence over law firms. For now, the rulings serve as a check on executive overreach, reaffirming that the judiciary remains a safeguard against politically motivated government actions.
The legal battles are expected to continue, with further hearings and possible appeals that could shape the outcome of this dispute in the months ahead.