HomePoliticsJudges Standing Their Ground Against Trump's Agenda: A Closer Look

Judges Standing Their Ground Against Trump's Agenda: A Closer Look

Sarah Johnson

Sarah Johnson

March 18, 2025

7 min read

Brief

President Trump faces over 100 lawsuits challenging his executive orders, as federal judges push back against his agenda, sparking a high-stakes battle over constitutional limits and judicial authority.

President Donald Trump has been firing off executive orders like he's running a legislative marathon, signing more than 80 since his return to the White House in January. But for every action, there’s a reaction — and in this case, it’s coming from the judiciary in the form of over 100 lawsuits aimed at pumping the brakes on Trump’s agenda.

While Democrats are waving the red flag of a "constitutional crisis," the White House is accusing "low-level" judges of overstepping their authority by issuing nationwide injunctions. White House press secretary Karoline Leavitt didn’t hold back, calling the situation "absurd" and labeling some judges as "judicial activists." Talk about a legal tug-of-war.

Here’s a snapshot of the judges who've been making headlines by challenging Trump’s executive moves:

Judge James Boasberg: Appointed by Obama in 2011, Boasberg has been a thorn in Trump’s side for a while. In his notable rulings, he struck down efforts to impose work requirements for Medicaid recipients in states like Arkansas and Kentucky. The U.S. Court of Appeals later backed him up, stating that the former Health and Human Services Secretary Alex Azar failed to consider Medicaid's primary goal: providing medical assistance. Oh, and let’s not forget that Boasberg recently halted deportations under the Alien Enemies Act — though the flights reportedly kept going. A Yale grad with a sharp legal mind, Boasberg is no stranger to taking on big cases, including his time on the Foreign Intelligence Surveillance Court.

Judge Leo Sorokin: This Massachusetts judge, an Obama appointee, is known not just for his rulings but also for his ambition to reform the system. His RISE program aims to give certain offenders a second chance through restorative justice. Sorokin has also made waves for blocking Trump’s executive order to end birthright citizenship. His rulings are methodical, and his passion for legal innovation shines through. Clearly, Sorokin isn’t afraid to mix policy with principle.

Judge Amir Ali: A Biden appointee, Ali joined the D.C. district court in December 2024, bringing with him a background in criminal justice reform. He’s already ruled against the Trump administration for attempting to freeze $2 billion in congressionally approved payments. Ali’s legal journey has been under the spotlight, thanks to his ties to the MacArthur Justice Center, but he’s been quick to distance himself from any controversial positions. With two Supreme Court wins under his belt, he’s a rising star in the judiciary.

Judge Beryl Howell: Appointed by Obama in 2010, Howell has been a vocal critic of the Trump administration’s attempts to bend the rules. Her recent ruling against Trump’s firing of a National Labor Relations Board chair was as sharp as it was scathing, suggesting the president’s actions were more "dictator" than "leader." Howell’s experience in narcotics and corruption cases adds depth to her decisions, making her a formidable presence on the bench.

Judge Ana Reyes: A relative newcomer, Reyes joined the D.C. district court in February 2023. She’s already shaping up to be a key player in the fight against Trump’s policies, particularly regarding LGBTQ rights. The transgender military ban is currently on her docket, and her upcoming ruling is highly anticipated. Harvard-educated and internationally experienced, Reyes is a force to watch.

Judge Florence AliKhan: Another Biden appointee, AliKhan made headlines for her ruling against Trump’s freeze on federal grants and loans. Her pointed decision called the freeze "irrational" and "precipitated a nationwide crisis." With accolades for her legal service, she’s proving to be a steady hand in turbulent times.

The battle between Trump’s executive orders and the judiciary isn’t just a legal skirmish; it’s a full-blown clash of ideologies. These judges, armed with their gavels and legal expertise, are holding their ground, making it clear that no matter who’s in the White House, checks and balances still matter. It’ll be fascinating to see how these courtroom dramas unfold. Grab your popcorn.

Topics

Donald Trumpexecutive ordersfederal judgeslawsuitsconstitutional crisisjudiciarynationwide injunctionsTrump administrationjudicial activismchecks and balancesPoliticsJudiciaryUS News

Editor's Comments

It’s hard to miss the sheer audacity of Trump’s blitz of executive orders, but what really stands out is the resilience of these judges. Each one has a fascinating backstory and legal philosophy, showing that the judiciary is far from a monolith. Also, Howell’s "king" comment? Ouch. That one’s going to leave a mark.

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