TWO OF PRESIDENT TRUMP's highest-profile legal battles appear to be headed to the Supreme Court. 

The Trump administration on Monday asked the high court to intervene after a federal judge ordered the federal government to rehire about 16,000 probationary workers across several agencies and departments.

The firings were deemed illegal, forcing the administration to bring the workers back.

That ruling was a major blow to Elon Musk’s Department of Government Efficiency (DOGE), which suffered another legal setback Monday when a federal judge blocked DOGE access to troves of sensitive personal data from three federal agencies.

Meanwhile, Attorney General Pam Bondi expects the Supreme Court “will get involved” in the battle over whether Trump has the power to swiftly deport illegal immigrants under the Alien Enemies Act of 1798.

U.S. District Court Judge James Boasberg on Monday refused to lift his block on the Trump administration’s attempted use of the war powers act to deport Venezuelans, saying the alleged Tren de Aragua (TdA) gang members deserve hearings before they’re deported.

“Because the named Plaintiffs dispute that they are members of Tren de Aragua, they may not be deported until a court has been able to decide the merits of their challenge," Boasberg said.

Trump lashed out at Boasberg once again Monday, comparing him to the New York judge who handled his hush money case.

Chief Justice John Roberts released a rare statement last week rebuking Trump and some Republicans who called for Boasberg to be impeached and removed.

A three-judge federal appeals panel will hold a hearing on the matter Monday afternoon, as the Trump administration seeks to overturn Boasberg’s temporary restraining order and have him removed from the case.

The Trump administration is continuing with deportations that fall outside of the Alien Enemies Act.

A plane with nearly 200 immigrants was sent to Venezuela over the weekend after the U.S. reached an agreement with President Nicolás Maduro to resume repatriation flights, while three alleged TdA members will be extradited to Chile.

Despite Madura’s move, Trump said Monday he’ll slap a “secondary tariff” on Venezuela, accusing the country of sending criminal gang members to the U.S.

The U.S. will impose a 25 percent tariff on countries that purchase oil and gas from Venezuela, Trump said on Truth Social.

The Trump administration’s national security team is dealing with the  embarrassing fallout after it apparently included a journalist in a chat group in which top administration officials discussed imminent attacks on Houthi rebels in Yemen.

Jeffrey Goldberg, the editor-in-chief of The Atlantic, claimed he connected with Trump's national security adviser Mike Waltz on Signal, the encrypted messaging app.

Two days later, Goldberg said he was invited into a private chat including Waltz, Vice President Vance, Secretary of State Marco Rubio, Defense Secretary Pete Hegseth, Director of National Intelligence Tulsi Gabbard and CIA Director John Ratcliffe — with officials primarily identified by their initials.

The officials discussed their planned strikes on the Houthi militants, apparently unaware that a journalist was on the text chain.

Goldberg said at first he “could not believe that the national security adviser to the president would be so reckless as to include” him, but that he realized the texts were real when the strikes took place as laid out on the chain.

Brian Hughes, the spokesman for the National Security Council, confirmed the message chain was authentic.

“This appears to be an authentic message chain, and we are reviewing how an inadvertent number was added to the chain,” Hughes said. “The thread is a demonstration of the deep and thoughtful policy coordination between senior officials. The ongoing success of the Houthi operation demonstrates that there were no threats to troops or national security.”

Read the full Atlantic story HERE.

Trump said Monday he hadn't heard about any of this when confronted by reporters at the White House. Speaker Mike Johnson (R-La.) said "the administration is addressing what happened" but that he doesn't believe Waltz or Hegseth should be disciplined.

Trump has a history with Goldberg, attacking the journalist and disputing his 2020 story citing anonymous sources who claimed the president called fallen soldiers "suckers" and "losers."

Sen. John Cornyn (R-Texas) called the group chat incident “a huge screw up” in remarks to Politico.

Rep. Mike Lawler (R-N.Y.) posted on X: “Classified information should not be transmitted on unsecured channels — and certainly not to those without security clearances, including reporters. Period. Safeguards must be put in place to ensure this never happens again.”

Democrats are outraged and demanding hearings and investigations.

“This is blatantly illegal and dangerous beyond belief,” Sen. Elizabeth Warren (D-Mass.) posted on X. “Our national security is in the hands of complete amateurs. What other highly sensitive national security conversations are happening over group chat? Any other random people accidentally added to those, too?”