It's November 19th, 2025, and if you’ve been following the headlines, you know the name Donald Trump has been front and center—once again, dominating courtroom news across the nation. Just yesterday, the Supreme Court heard oral arguments in a pair of consolidated cases involving “Trump, President of the United States versus V.O.S. Selections, Inc.” and "Learning Resources, Inc. versus Trump, President of the United States.” According to the official Supreme Court November calendar, the energy in the courtroom was electric as the justices pressed both sides on issues ranging from executive authority to civil liberties. Legal analysts rushed out of the chamber, some shaking their heads, others feverishly texting updates as arguments wrapped up after more than an hour of fierce debate.

While the Supreme Court scene drew the spotlight, several other federal courtrooms have been just as heated over the past few days. Polico and Lawfare have both highlighted the growing drama as an appeals court panel is considering a hefty million-dollar penalty against Trump for what they describe as a “frivolous lawsuit” targeting Hillary Clinton. One judge on the panel openly questioned Trump’s legal strategy, asking pointedly whether his effort to revive the lawsuit was “bad faith” litigation. Analysts said the former president’s moves in the courtroom seem as much about making headlines as about winning legal victories, and this latest run-in with an appeals court could make history if the million-dollar penalty is upheld.

But that’s far from the only legal battle roiling the Trump orbit. Just Security notes that a slew of ongoing lawsuits have tested the limits of Trump’s executive power since he returned to office earlier this year. Most notably, litigation over his controversial executive orders targeting prominent law firms—orders that called for curtailing their government contracts and suspending employees’ security clearances—has drawn intense scrutiny from judges and civil rights advocates. A federal court in Washington is still weighing whether to permanently block these orders, and legal experts say the final ruling could have far-reaching implications for the separation of powers and for how presidents can respond to perceived political enemies.

On the civil rights front, court challenges continue to mount against Trump’s bans affecting healthcare for transgender youth and restrictions on “gender ideology” in federal programs. The Commonwealth of Massachusetts and advocacy groups like PFLAG are suing the Trump administration in what they call a fight for constitutional rights. With temporary injunctions in place and permanent rulings pending, the nation is watching closely to see how these legal battles play out—and what precedents they will set for years to come.

All the while, outside the courthouses, protestors and supporters vie for attention, their voices echoing through the marble corridors and onto the evening news.

Thanks for tuning in to this week’s update on the unfolding Trump court dramas. Be sure to join us next week for more as the legal fireworks continue. This has been a Quiet Please production—visit Quiet Please Dot A I for more stories like this.

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