Donald Trump and John Roberts: US president, chief justice and judiciary under pressure

24 March 2025 - 12:09
By Andrew Chung
US President Donald Trump gestures to US Supreme Court chief justice John Roberts.
Image: Chip Somodevilla/Pool via REUTERS/File Photo US President Donald Trump gestures to US Supreme Court chief justice John Roberts.

For two of the most powerful men in the US, Donald Trump and John Roberts, it has been a delicate dance from the start.

In 2015 the man who would become the CEO of the US assailed the integrity of its chief justice, calling Roberts “disgraceful” and “disappointing” — and later an “absolute disaster” — for earlier upholding the Affordable Care Act, the Obamacare law that Trump subsequently sought to repeal.

A little more than a year later on the US Capitol steps, Roberts, an enigmatic conservative Supreme Court justice from the American Midwest, swore in Trump, a brash businessman-turned-politician from New York City, as president. Any lingering tension evaporated under smiles, handshakes and a backdrop of applause.

Since then, the dynamic between the two has remained complicated, marked by dramatic legal wins for Trump as well as painful losses and punctuated by clashes between the two as Trump shattered norms by aggressively pushing his policies while brooking little dissent — including from the coequal branch of government Roberts leads: the judiciary.

The tension has risen again, culminating in an extraordinary public statement by Roberts on Tuesday rebuking the Republican president for urging the impeachment of a Washington-based federal judge who faulted the administration's actions in a dispute over the legality of deportation flights.

“For more than two centuries,” Roberts said, “it has been established that impeachment is not an appropriate response to disagreement concerning a judicial decision.”

For Roberts, who is seen as deeply conservative but also concerned about the institutional credibility and perception of the Supreme Court, chastising Trump puts him in a difficult spot. It has drawn sharp criticism from Trump's allies and comes as the court braces for the flood of legal challenges to Trump's myriad executive actions.

“I suspect Roberts has a certain measure of contempt for Trump and the way he treats judges,” said University of Michigan law professor Richard Friedman, a Supreme Court historian. “Roberts is an establishment Republican but I think he's horrified.”

While Roberts and Trump often may converge on legal and substantive goals, there are sharp divergences emerging, according to University of Chicago constitutional law expert Aziz Huq.

Through his flurry of executive actions to shutter federal departments, fire thousands of federal employees, target perceived enemies and eradicate policies he dislikes such as diversity mandates from the public and private sectors, Trump is “proceeding as if legal constraints don't matter”, Huq said.

“If presidents are not bound by statutes, if they're not bound by regulations, if they're not bound by the [US constitution's] First Amendment, then it's not clear what the job of the Supreme Court is.”

Huq said the “casting into institutional doubt of the court's role is I think the hard nub of conflict between the two.”

The issues that are probably coming down the pike are going to put the court's power to the test. The most important of these issues is the question of the court's authority to ensure the executive branch complies with court orders
Raymond Brescia, Albany Law School professor

The White House did not immediately respond to a request for comment. A spokesperson for the Supreme Court had no immediate comment.

Since Trump first took office in 2017, Roberts has figured prominently in the president's fortunes and in many ways, vice versa. Trump appointed three justices in his first term, creating the 6-3 conservative majority Roberts needed to deliver landmark rulings rolling back abortion rights and affirmative action practices, expanding gun rights and curbing federal regulatory power.

Roberts, meanwhile, has:

  • presided over the first of Trump's two impeachment trials: he was acquitted both times;
  • penned Supreme Court rulings that boosted the president — including by granting him broad immunity from criminal prosecution; and
  • constrained him at key moments. The landmark immunity ruling authored by Roberts last July involved federal criminal charges against Trump over his efforts to undo his 2020 presidential election loss to Democrat Joe Biden, bolstering his bid to regain the presidency by effectively delaying a trial that ultimately never took place.

Trump thanked Roberts as Supreme Court justices attended the president's address to a joint session of Congress this month.

“I won't forget,” Trump added.

The president later stated he was thanking Roberts for swearing him into office.

“It's hard to see that decision as being anything but highly consequential in electoral terms and as anything other than a real choice on Roberts' part,” Huq said of the immunity case. “Having done that, what does he think now?”

Roberts also authored a ruling that gave Trump one of his biggest victories during his first term, upholding his travel ban blocking people from several Muslim-majority countries from coming to the US against claims that the policy represented religious discrimination in violation of the constitution. Trump's administration is now considering issuing a new travel ban that could include dozens of countries.

On the other hand, Roberts has handed Trump setbacks. In recent weeks, Roberts joined a narrow majority of Supreme Court justices in declining to let Trump immediately fire the head of a federal watchdog agency or withhold payment to foreign aid organisations for work they already performed for the government:

  • though neither decision resolved the legal merits of the cases. In 2019, Roberts joined the court's liberal justices to block his plan to add a contentious citizenship question to the national census questionnaire, prompting Trump to suggest that the administration would find a way to move forward anyway;
  • before backing down. In 2020, Roberts wrote a ruling that let a New York prosecutor obtain Trump's financial records and the chief justice again joined the liberals to block Trump's bid to end a programme protecting from deportation immigrants known as “Dreamers” — who entered the US illegally as children.

“These horrible and politically charged decisions coming out of the Supreme Court are shotgun blasts into the face of people proud to call themselves Republicans or conservatives,” Trump wrote on social media after that ruling.

Friedman said: “From Trump's point of view, it may be perplexing because he thinks you're going to have a judge entirely in his favour or against. But that's not the way the world works. From Roberts point of view, there's no mystery. He's deciding cases.”

Roberts, Friedman added, “is a good, smart lawyer with an allegiance to constitutional procedures. That's something that's a bit out of Trump's understanding”.

The chief justice's rebuke of Trump on Tuesday was not his first.

After Trump in 2018 called a federal judge appointed by Democratic former President Barack Obama who ruled against his policy barring asylum for certain immigrants an “Obama judge”, Roberts responded.

“We do not have Obama judges or Trump judges, Bush judges or Clinton judges,” Roberts wrote, referring to former presidents who made the appointments and emphasising the importance of an independent judiciary.

In recent weeks, some legal scholars and Trump critics have questioned whether his administration's pushback against orders by judges impeding his policies amounts to defiance of the judiciary by the executive branch, which could provoke a constitutional crisis.

Asked during a Tuesday interview on the Fox News programme The Ingraham Angle whether he would defy a court order, Trump said: “No, you can't do that,” but also said there are “judges that shouldn't be allowed”.

Whether the administration defied US judge James Boasberg's orders to halt deportation flights of alleged gang members to Venezuela is at the heart of Trump's call for the judge's impeachment by Congress, which could lead to removal from the bench.

If Roberts wants to preserve the legitimacy and authority of the Supreme Court, “The issues that are probably coming down the pike are going to put the court's power to the test,” Albany Law School professor Raymond Brescia said.

“The most important of these issues is the question of the court's authority to ensure the executive branch complies with court orders. I hope we can expect [Roberts] to support the lower courts in their efforts to ensure compliance with their orders, even if that means seeking to rein in actions of the Trump administration.”

Reuters