President Donald Trump could face even more legal challenges after the Supreme Court struck down his tariffs, according to an analyst.Ken Dilanian, justice and President Donald Trump could face even more legal challenges after the Supreme Court struck down his tariffs, according to an analyst.Ken Dilanian, justice and

Trump in for 'rude awakening' after Supreme Court order with more losses coming: analyst

2026/02/21 01:50
3 min read

President Donald Trump could face even more legal challenges after the Supreme Court struck down his tariffs, according to an analyst.

Ken Dilanian, justice and intelligence correspondent for MS NOW, pointed to how Trump has plenty of success with the high court and previous rulings in his favor — yet not this time.

"He won a lot of rulings. But now we're getting to some really big ticket items. This was one of them," Dilanian said. "But then there's some other ones upcoming where a lot of legal scholars believe the Supreme Court is not going to rule in his favor. One example is the birthright citizenship case, where Donald Trump is trying to redefine the 14th Amendment of the Constitution, and who can be a citizen in this country. That was argued in April. Remember, initially they looked at the question of whether there could be a nationwide injunction in that case, and they ruled that there could not be, but they didn't rule on the merits. That's coming up. And a lot of people believe that that is not going to go Donald Trump's way."

The next legal battles could also be losses for the president.

"Another big case involves the firing of Fed Board member Lisa Cook, and whether Donald Trump can remove her for cause related to something that she didn't do while in office," Dilanian said. "That's a really big case about presidential power, and it's a very good chance he's going to lose that case. And then there are a number of cases involving immigration and DHS. And the use of emergency powers essentially limits on the president's powers that are going to come before this court. And it's really possible that this court is going to constrain Donald Trump in ways that he hasn't seen before. And it will be really interesting to see how he reacts. We know that he tends to attack judges when things don't go his way, as do members of his administration."

In a 6-3 vote, the high court ruled that Trump's tariffs were illegal. Among the six justices in the majority decision were Chief Justice John Roberts, Justice Neil Gorsuch, Justice Amy Coney Barrett — both Gorsuch and Barrett were appointed by the president.

This decision and push back against Trump sent a message to the president, Dilanian said.

"Well, I think it's been very clear for a long time. And this tariffs case underscores that, that none of those three justices are lackeys for Donald Trump," Dilanian said. "They don't necessarily share his administration's view of executive power. They're certainly very conservative. This is the most conservative court in modern history. But they are independent. And the question of whether they're going to remake, for example, hundreds of years of law on citizenship, it just doesn't seem like their style, particularly Roberts is an institutionalist. And so, again, Donald Trump may be in for a rude awakening here with some of these big cases down the line on."

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