Hasan Piker Says ‘They're After Your Boy' As Cuba Trip Investigated
Left-wing political influencer Hasan Piker has addressed a report that he is subject to a U.S. federal investigation into whether he violated U.S. laws and sanctions by visiting Cuba.
Piker was served a subpoena for his trip to the Caribbean island in March along with Susan Medea Benjamin, co-founder of activist group CodePink, according to Fox News Digital citing documents it had received from the Treasury Department’s Office of Foreign Assets Control (OFAC).
Addressing his viewers, Piker said during a livestream on Sunday, “the news is not great, OK? I mean, it's bullsh**, but still not great that they're after your boy. They're up my a**."
He then joked with viewers chanting "free me," responding: “Yeah, free me. Free me. Free me. I can’t believe I’m saying that."
In posting the clip, investigative analyst Stu Smith wrote on X “for all the bravado, Hasan clearly understands this is serious.”
Smith said that according to Hasan, he got a voicemail saying he had been subpoenaed and asking for comment. "I got a text message, or rather a voicemail, from a Fox News producer saying that I had been subpoenaed by the federal government," said Smith’s X post, citing Hasan. "Before I could even respond to the journalist, an article materialized on the timeline."
Newsweek has not been able to confirm the subpoenas and has contacted OFAC and Piker for comment.
What Is The Piker Investigation About?
On March 10, Piker posted a photo on Instagram with the message: “I’M GOING TO CUBA.”
However, U.S. sanctions on Cuba-mainly under the Cuban Assets Control Regulations (CACR)-prohibit most economic dealings by U.S. citizens with Cuba unless licensed, with some exceptions for journalism, humanitarian projects, educational programs, and activities to support the Cuban people.
During his livestream, Piker said, “everything we did was cleared by Treasury.” Along with Benjamin, he is among those in a federal inquiry into whether activists who traveled to Cuba in March violated U.S. sanctions laws against the ruling Communist regime, according to Fox News Digital.
The outlet said that the subpoenas-called “Requests for Information,” or RFI-call for financial, logistical and communications information about the trip to Cuba in March that Piker and Benjamin had touted with delegations of the “Nuestra América Convoy.”
Organizations in the Singham network were leaders of the convoy, which included 650 delegates from 33 countries and 120 organizations.
Fox News Digital reported that it is believed delegation members stayed at a hotel the U.S. State Department has put on a “Cuba Restricted List,” that Washington links to Cuba’s government, which is designated a state sponsor of terrorism.
Citing sources familiar with the matter, the outlet also reported that the delegation had brought supplies to the country’s ruling Communist Party of Cuba.
No charges have been announced, but Fox said the move signals a clampdown by the Trump administration against foreign influence operations inside the U.S. and activities backing movements or acts the U.S. government classifies as terrorism.
Piker had condemned the U.S. Justice Department’s indictment of former Cuban leader Raúl Castro as a “sham” with “no legal standing." His reported subpoena follows a maximum pressure campaign by Washington on Havana which includes a blockade preventing oil from reaching the island.
But Piker said in his livestream that the investigation was not just about Cuba but also about his role in boosting anti-Israel voters and candidates.
2026 NEWSWEEK DIGITAL LLC.
This story was originally published May 25, 2026 at 12:47 PM.