Federal investigators have subpoenaed political streamer Hasan Piker and Code Pink: Women for Peace co-founder Medea Benjamin as part of a widening investigation into activist trips to Cuba and possible violations of U.S. sanctions law.
According to reporting from Fox News Digital, the Treasury Department’s Office of Foreign Assets Control issued administrative subpoenas — formally known as “Requests for Information” — seeking financial records, communications, and logistical details connected to the March 2026 “Nuestra América Convoy” to Cuba.
Convoy Drew Hundreds of International Activists
The convoy reportedly brought roughly 650 delegates from 33 countries to Cuba and included left-wing activists, online influencers, and organizations aligned with socialist or pro-Cuba causes.
Piker publicly documented the trip online and later defended it in videos and livestreams, describing the effort as a humanitarian mission intended to deliver aid to ordinary Cubans.
Investigation Focuses on Possible Sanctions Violations
The investigation centers on whether aspects of the trip violated U.S. sanctions restrictions involving travel, financial transactions, or material support connected to Cuba.
OFAC possesses broad authority to investigate potential sanctions violations and can seek records involving funding sources, organizational coordination, and travel logistics.
Neither Piker nor Benjamin has been charged with a crime as of publication.
Investigation Reportedly Involves Dozens of Activists
Federal investigators are also examining whether activists coordinated with Cuban government-linked entities, financed prohibited activities, or provided material support in ways that could violate longstanding U.S. sanctions restrictions involving Cuba.
The investigation may involve as many as 40 American citizens along with several international activists connected to solidarity delegations and aid operations.
Singham-Linked Funding Networks Draw Renewed Attention
The probe has also renewed scrutiny of financial networks tied to Neville Roy Singham, the Shanghai-based American tech mogul whose funding infrastructure has supported numerous U.S.-based activist organizations, nonprofits, and media outlets involved in Cuba solidarity work.
Critics have argued the broader network functions as an ideological and logistical ecosystem assisting pro-Cuba activism, while supporters maintain the initiatives are humanitarian efforts focused on sanctions relief and civilian aid.
Separate Fox News reporting earlier this week alleged organizers linked to the convoy maintained relationships with Hamas-connected figures, Iranian officials, and Cuban state entities.
Inside the Expanding Pro-Cuba Activist and Solidarity Network in the United States
The broader pro-Cuba activist ecosystem in the United States spans a wide network of interconnected political organizations, labor activists, media outlets, academic groups, and humanitarian initiatives operating across multiple ideological and institutional spheres.
Singham-Linked Organizations
One major cluster involves organizations tied to the broader Singham-linked activist and anti-imperialist infrastructure.
Groups commonly associated with that ecosystem include the ANSWER Coalition, Code Pink, the International People’s Assembly, Liberation News, the Party for Socialism and Liberation, the People’s Forum, the Venceremos Brigade, the Hatuey Project, the Tricontinental Institute, and IFCO’s Pastors for Peace initiative.
Labor and Activist Networks
The ecosystem also overlaps with labor unions and labor-aligned activists involved in broader left-wing organizing efforts.
That sphere includes AFL-CIO-connected organizers, Service Employees International Union affiliates, Teamsters involved in Amazon labor campaigns, International Association of Machinists Local 1484, the Labor/Community Strategy Center, and the United Union of Roofers, Waterproofers and Allied Workers Local 36.
Cuba Solidarity Brigades and Delegations
Travel delegations and solidarity campaigns represent another major component of the broader network.
Organizations and projects tied to those efforts include activist flotilla organizers, humanitarian caravans, Global Exchange, Hands Off Cuba Committees, the National Network on Cuba, and organizers associated with the Nuestra América Convoy.
Socialist and Communist Political Organizations
The ecosystem also intersects with a range of socialist and communist political organizations.
Groups frequently involved include the Communist Party USA, Democratic Socialists of America, Socialist Unity Party, Socialist Workers Party, Peace and Freedom Party, and the African People’s Socialist Party.
Media Infrastructure
A significant portion of the network also operates through activist media ecosystems and online amplification campaigns.
That infrastructure includes anti-imperialist podcasts, livestream channels, coordinated social media activism, and outlets such as BreakThrough News, BT News, Liberation News, and Tricontinental.
Academic, Legal, and Institutional Support
Legal, academic, and institutional support networks also play a role.
Organizations and activists in this category include the National Lawyers Guild, faith-based solidarity groups, professors involved in Cuba delegations, university-based Cuba solidarity organizations, and campus outreach activists involved in anti-sanctions campaigns.
Humanitarian and Aid Operations
The broader ecosystem additionally includes humanitarian and aid-oriented operations connected to Cuba solidarity work.
These efforts include agricultural solidarity programs, Global Health Partners initiatives, medical supply drives, “people-to-people” exchange programs, and fundraising campaigns focused on infrastructure support such as solar panel projects.
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