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Donald Trump talks to reporters from the Resolute Desk after signing an executive order on January ... [+] 30, 2025. In a historical twist, Donald Trump’s sister was the federal judge who ruled unconstitutional the immigration law the Trump administration is using to deport a pro-Palestinian protester. (Photo by Chip Somodevilla/Getty Images)
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In a historical twist, Donald Trump’s sister was the federal judge who ruled unconstitutional the immigration law the Trump administration is using to deport a pro-Palestinian protester. In 1996, U.S. District Judge Maryanne Trump Barry wrote an opinion that declared unconstitutional the part of U.S. immigration law that Donald Trump has promised to continue employing to deport protesters. The current case has captured headlines and will test the Trump administration’s immigration authority.
An Immigration Case That Echoes Today’s Controversies
On March 8, 2025, Immigration and Customs Enforcement arrested Mahmoud Khalil, a lawful permanent resident and pro-Palestinian protester who graduated in December from Columbia University. Controversy over the arrest surrounded the Trump administration using a provision in immigration law that allows for deportation if the Secretary of State believes an alien’s presence or activities “would have potentially serious adverse foreign policy consequences for the United States.”
In 1995, Secretary of State Warren Christopher used the same authority when attempting to deport Ruiz Massieu to Mexico. As presented by the court documents, the circumstances in that case were quite different from the arrest of Mahmoud Khalil.
In September 1994, Ruiz Massieu’s brother, a prominent member of PRI, Mexico’s ruling party, was assassinated. As Deputy Attorney General, Ruiz Massieu investigated and identified a PRI official, Manuel Munoz Rocha, as the lead conspirator in his brother’s killing. Rocha was protected, first by official immunity and later by disappearing before an interview could be conducted. In late November 1994, Massieu resigned in a public speech and later published a book criticizing the PRI.
After Mexican officials sought his arrest, he entered the United States legally as a visitor (he owned property in Texas) and flew to Spain with a stopover at Newark Airport. In Newark, he was arrested for declaring only $18,000 of the $44,322 in cash with him. While the declaration infraction was later dropped, the Mexican government charged him with crimes “against the administration of justice” and sought his extradition.
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