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Piker, 34, and Benjamin, 73, are among the more than 40 Americans under scrutiny by the Treasury Department’s Office of Foreign Assets Control, which is investigating whether the March flotilla to Havana violated US sanctions law by financing, coordinating, or delivering goods to Cuba, Fox News reported.
The so-called “Nuestra America Convoy” brought about 20 tons of humanitarian aid to the struggling Caribbean island. Piker, a controversial streamer and democratic socialist, sang praises of the communist regime following the trip.
The subpoenas require Piker and Benjamin to produce financial, logistical, and communications information related to their trip to Cuba, according to Fox.
Under America’s Cuban Asset Control Regulations law, US citizens are prohibited from unlicensed travel-related transactions and exporting goods or services to Cuba.
The law, however, presents limited exceptions for humanitarian projects, journalism, educational programs and certain activities meant to support the people of Cuba.
CodePink, an anti-war feminist group, helped organize the convoy to Cuba as a means to provide humanitarian aid to the country following the Trump administration’s move to blockade the island last year.
The group said its members have yet to be served subpoenas, claiming it followed all the rules during the humanitarian trip to Havana.
“We did nothing wrong during our March 2026 trip to Cuba,” the group said in a statement. “On the contrary, we acted as moral US citizens trying to bring some relief to a population being deliberately starved by the cruel policies of our own government.”
Benjamin has also come under fire over her alleged ties to Hamas and Iran. She has made at least seven trips to Gaza between 2009 and 2012 where she met with Hamas officials, including the group’s then-leader Ismail Haniyeh, publicly posted photos show.
The activist slammed the Treasury’s subpoena as an attack on her group’s humanitarian work.
“The Trump administration is investigating people for bringing medicine to Cuban children while defending policies that deprive those same children of food, fuel, and basic medical supplies,” she wrote on X. “If loving the Cuban people is a crime, then millions around the world are guilty too.”
The Treasury’s investigation marks a serious escalation from the Trump administration against far-left activists who defend Cuba and other communist regimes, often slamming the US for its actions against foreign countries.
The investigations also comes as the Trump administration and Republican allies have ramped up threats against Cuba, designated a state sponsor of terrorism, warning that the US may take military action in Havana.
Tensions quickly escalated last week after the US Justice Department issued an indictment against former Cuban President Raúl Castro.
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