Two Democrat Darlings Fooled Around With Trump Admin - And They Just Found Out
Washington, D.C. — The U.S. Treasury Department’s Office of Foreign Assets Control (OFAC) has issued administrative subpoenas to two well-known progressive activists, Hasan Piker and Medea Benjamin, as part of an inquiry into whether their activities in Cuba may have violated U.S. sanctions laws.
The subpoenas, formally known as “Requests for Information” (RFI), seek detailed financial, logistical, and communications records related to trips the pair made to Cuba in March as part of the “Nuestra América Convoy,” also referred to as the “Our America Convoy.” The delegation, described as a network of activists and influencers, delivered supplies to entities associated with Cuba’s ruling Communist Party and reportedly engaged with Cuban government personnel or organizations on the island.
Hasan Piker, a prominent online commentator and activist often aligned with left-wing causes, and Medea Benjamin (whose legal first name is Susan), co-founder of the activist group CODE PINK, have both publicly discussed their participation in the convoy. The group’s activities occurred amid heightened U.S. sanctions and embargoes on Cuba imposed by the Trump administration, which included measures to restrict oil supplies and limit American financial influence on the island.
Sources familiar with the matter indicate the inquiry focuses on whether the financing, coordination, or delivery of goods to Cuba, along with any contacts with Cuban officials or entities, complied with existing sanctions regulations. The subpoenas do not constitute formal charges but represent an administrative step to gather information for the ongoing federal review.
The trip also included other participants, such as Isra Hirsi, the daughter of Representative Ilhan Omar (D-Minn.). The delegation’s visit was framed by organizers as an act of solidarity with Cuba in response to U.S. policy actions, including the recent indictment and removal of Venezuelan leader Nicolás Maduro, which drew international criticism from left-leaning activist organizations.
CODE PINK and similar groups have reportedly intensified fundraising and lobbying efforts in defense of the Cuban regime following the U.S. measures. Critics of the Cuban government have long argued that decades of communist rule have resulted in economic hardship, repression, and poverty for the Cuban people.
The Treasury Department’s action comes as the Trump administration continues to enforce strict sanctions against countries and entities it views as adversarial to U.S. interests. OFAC is responsible for administering and enforcing economic and trade sanctions designed to protect national security and foreign policy objectives.
At this stage, no formal violations have been alleged or confirmed, and the subpoenas serve as a fact-finding mechanism. Piker and Benjamin have not publicly commented on the subpoenas in the information available. The development highlights ongoing tensions between U.S. foreign policy enforcement and activist efforts that seek to engage directly with sanctioned nations.
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Legal experts note that such administrative subpoenas are a standard tool in sanctions compliance reviews, allowing authorities to assess whether private individuals or organizations have inadvertently or deliberately circumvented restrictions. The outcome of the inquiry could influence future enforcement actions related to similar activist delegations.
As the 2026 midterm elections approach, the case underscores broader debates over the limits of political activism, free speech, and compliance with U.S. sanctions laws in an era of heightened geopolitical tensions.
