Hold onto your hats, folks—2025 has been a banner year for the Trump administration at the Supreme Court, with a winning streak that could make even the most seasoned gambler jealous.

The administration notched an impressive 20 out of 25 victories on the Court’s emergency docket, per the Brennan Center for Justice, though looming 2026 cases on everything from tariffs to birthright citizenship could test this momentum, as the Daily Caller reports.

Early in the year, the administration secured key rulings, including the green light to halt passports tied to gender identity and to uphold a ban on transgender individuals serving in the military.

Early 2025: A String of Legal Triumphs

Other wins included the authority to dismiss federal employees and Democrat-appointed board members, showing a judiciary willing to back Trump’s push for executive control.

On the immigration front, the Court sided with the administration on resuming third-country deportations, scrapping Temporary Protected Status for Venezuelans, and ending parole for over half a million migrants from the prior administration’s policies.

A notable ruling in Trump v. CASA also curbed district judges’ power to slap nationwide injunctions, a move that reins in what some see as overreaching judicial activism.

Recent Setbacks Amid Ongoing Success

Not every decision went their way, though—last week, the Court refused to allow National Guard deployment in Chicago and rejected a bid to limit immigration judges’ public statements.

Earlier, in March, a 5-4 decision forced the administration to cough up $2 billion in foreign aid despite strong objections from Justice Samuel Alito, who’s been vocal about executive overreach trends.

In April, the Court also ordered the return of Kilmar Abrego Garcia to the U.S. after his deportation, a rare hiccup in an otherwise dominant run.

Justice Alito Sounds the Alarm

Justice Alito, in an interview with Corriere Della Sera, didn’t mince words about the broader picture: “There has been an inclination by presidents to try to do more and more and more, using their own power.”

He added, “And now, under President Trump, it’s just gone on like this, and he’s used his executive power very aggressively.” Isn’t it telling that even a conservative justice sees the tightrope of executive action, especially when every move sparks a courtroom showdown?

Looking ahead to 2026, the administration faces a packed slate of high-stakes cases that could reshape policy landscapes, from Louisiana’s redistricting battle—where justices seem wary of race-based districting—to Trump’s bold tariffs, which drew skeptical looks during November arguments.

2026 Cases: Tariffs and Citizenship on Deck

Treasury Secretary Scott Bessent, speaking on Fox News, defended the tariffs with confidence: “The Supreme Court does not interfere with a president’s signature policy.”

But his follow-up questions about refund logistics if the ruling goes south highlight a messy potential fallout—does the Court really want to untangle that knot, or will it let Trump’s economic gambit stand?

Other looming battles include Trump v. Slaughter, which could upend decades-old limits on firing independent agency heads, and a contentious executive order on birthright citizenship set for arguments next year—talk about a docket that could define a presidency.