Hasan Piker, a prominent left-wing political influencer, recently addressed a federal investigation regarding his visit to Cuba. This inquiry examines whether Piker violated U.S. laws and sanctions during his trip. The investigation follows Piker’s receipt of a subpoena related to his March visit to the Caribbean island. Alongside him, Susan Medea Benjamin, co-founder of the activist group CodePink, has also been served a subpoena.
According to documents obtained by Fox News Digital from the Treasury Department’s Office of Foreign Assets Control (OFAC), Piker and Benjamin were targets of the investigation. During a livestream, Piker shared his thoughts on the matter, stating, “The news is not great. It’s bullsh**, but still not great that they’re after your boy.” He humorously engaged with viewers who chanted “free me,” saying, “Yeah, free me. Free me. Free me. I can’t believe I’m saying that.”
Investigative analyst Stu Smith posted a clip of Piker’s reaction on X, noting that despite Piker’s bravado, he is aware of the seriousness of the situation. Smith shared that Piker received a voicemail informing him of the subpoena and asking for comment. Piker reportedly stated that a Fox News producer had contacted him about the subpoena before an article appeared on their timeline.
Newsweek attempted to verify the subpoenas and reached out to OFAC and Piker for a statement. The legal issue stems from a photo Piker posted on Instagram on March 10, announcing: “I’M GOING TO CUBA.” This visit may have violated U.S. sanctions imposed under the Cuban Assets Control Regulations (CACR), which restrict most economic dealings by U.S. citizens with Cuba, except for specific exemptions like journalism, humanitarian projects, educational programs, and efforts supporting the Cuban people.
During his livestream, Piker insisted, “Everything we did was cleared by Treasury.” He, along with Benjamin, features in a federal inquiry focusing on whether activists breached U.S. sanctions laws against Cuba’s Communist regime. The exploration involves “Requests for Information” (RFI), demanding financial, logistical, and communications details regarding the March trip—an event attended by delegations of the “Nuestra América Convoy.” Organizations within the Singham network led the convoy, which included 650 delegates from 33 countries and 120 entities.
Fox News Digital reported that delegation members stayed at a hotel appearing on the U.S. State Department’s “Cuba Restricted List” due to its links to Cuba’s government, which the U.S. classifies as a state sponsor of terrorism. Sources familiar with the situation indicated that the delegation provided supplies to Cuba’s ruling Communist Party.
No charges have been publicized yet, but Fox suggested the investigation aligns with a broader crackdown by the Trump administration against foreign influence operations within the U.S. and activities supporting movements or actions regarded as terrorism. Piker criticized the U.S. Justice Department’s indictment of former Cuban leader Raúl Castro, labeling it a “sham” with “no legal standing.” The subpoena further amplifies Washington’s maximum pressure campaign on Havana, including a blockade hindering oil delivery to Cuba.
Adding another dimension to the investigation, Piker commented during his livestream that it concerns not only Cuba but also his involvement in advancing anti-Israel voters and candidates.

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