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The Maduro Case and OFAC: When Sanctions Collide with the Sixth Amendment

On April 25, 2026, the United States government blinked. After weeks of a remarkable constitutional standoff inside a Manhattan federal courtroom, the Treasury Department agreed to amend its sanctions licenses —finally permitting the Government of Venezuela to fund the criminal defense of its own former president, Nicolás Maduro, and his wife, Cilia Flores. The resolution ended a legal battle that was never just about one man’s lawyers’ fees. It was a high-stakes collision between America’s most powerful economic weapon — the sanctions regime administered by the Office of Foreign Assets Control — and the bedrock constitutional guarantee granting every person accused before a federal court the right to mount a meaningful defense.

This case is unprecedented in nearly every dimension: a sitting head of state captured by U.S. special forces during a military operation on foreign soil, transported to a Brooklyn detention center, and then told, in effect, that the government controls whether he can even afford to be represented. For those of us who have spent careers in federal criminal defense, the implications extend far beyond Caracas.

The Arrest, the Charges, and the Stakes

On January 3, 2026, U.S. special forces captured Nicolás Maduro and his wife, Cilia Flores, at a residence in Caracas during Operation Absolute Resolve. The pair was flown to Stewart Air National Guard Base in New York and taken into federal custody to face charges in the Southern District of New York before U.S. District Judge Alvin Hellerstein.

The superseding indictment, unsealed the same day, is far-reaching. Maduro faces four counts: narco-terrorism conspiracy under 21 U.S.C. § 960a (the most serious charge, carrying a mandatory minimum of 20 years), cocaine importation conspiracy, possession of machine guns and destructive devices, and conspiracy to possess those weapons.

Prosecutors allege that for over 25 years, Maduro and his inner circle partnered with designated foreign terrorist organizations, including the FARC, the ELN, the Sinaloa Cartel, and Tren de Aragua, to flood the United States with cocaine, transforming the Venezuelan state into what they describe as a narco-trafficking enterprise operating at the highest levels of government. Both Maduro and Flores have pleaded not guilty.

The Legal Fee Standoff: What Happened

Here is where the case enters genuinely uncharted constitutional territory. Both Maduro and the Government of Venezuela are designated on OFAC’s List of Specially Designated Nationals and Blocked Persons, known as the SDN list. That designation means, as a matter of federal law, that any U.S. person who receives funds from them, or provides services to them, without prior government authorization is in violation of U.S. sanctions law. In other words, Maduro’s own lawyers cannot legally be paid by Venezuela without a Treasury license.

Defense counsel applied for — and initially received — a  specific license from OFAC authorizing the Venezuelan government to fund the defense. OFAC then revoked it, with prosecutors characterizing the initial grant as an “administrative error.” The government’s position: Maduro could use personal funds held in Venezuela or accept a court-appointed attorney. Defense counsel Barry Pollack pushed back hard, arguing that the reversal violated Maduro’s Fifth and Sixth Amendment rights. Pollack argued that when the government can switch a license on and off like a light, the constitutional guarantee of choosing one’s own counsel becomes illusory.

Judge Hellerstein was openly skeptical of the government’s position. At a March 26 hearing, he questioned whether any actual violation of the right to effective assistance of counsel had occurred — but he also noted, pointedly, that Maduro and his wife were in federal custody and posed no conceivable flight risk or threat that would justify restricting access to legal funds.

The standoff ended on April 25 when prosecutors informed the court that the Treasury had agreed to amend the licenses, authorizing defense counsel to receive payment from the Government of Venezuela from funds available after March 5, 2026. With that, the defense dropped its motion to dismiss on constitutional grounds.

Understanding OFAC: The Architecture of American Sanctions

OFAC PRIMER — WHAT EVERY CLIENT NEEDS TO KNOW

The Office of Foreign Assets Control (OFAC) is a financial intelligence and enforcement agency within the U.S. Department of the Treasury. It administers and enforces economic and trade sanctions based on U.S. foreign policy and national security goals against targeted foreign governments, entities, and individuals. This case should make every federal practitioner pause.

When the government holds the power to determine whether a defendant can pay his own lawyers, ‘the right to counsel’ becomes a privilege the prosecution can quietly revoke. That is not the constitutional order we inherited.”

VIKAS S. DHAR, DHAR LAW LLP

OFAC’s authority flows from multiple legal sources: executive orders issued by the President under the International Emergency Economic Powers Act (IEEPA), the Trading with the Enemy Act (TWEA), and specific statutes passed by Congress. These authorities are codified in regulations published in the Code of Federal Regulations — in Venezuela’s case, the Venezuela Sanctions Regulations, 31 C.F.R. Part 591 C.F.R. Part 591 C.F.R. Part 591. Violations of OFAC sanctions are strict liability offenses. Even an unintentional transaction with a sanctioned party can trigger civil penalties of up to $1 million per violation, or twice the value of the transaction — whichever is greater.  Willful violations carry criminal penalties of up to $1 million and 20 years imprisonment.

The SDN List: the Heart of OFAC Enforcement

The centerpiece of OFAC’s enforcement toolkit is the Specially Designated Nationals and Blocked Persons (SDN) List. When a person or entity is placed on the SDN list, all of their property and interests in property subject to U.S. jurisdiction are “blocked,” in other words, effectively frozen, and U.S. persons are categorically prohibited from dealing with them. The prohibition is sweeping. It covers not just financial transactions but the provision of any goods or services, including, as this case illustrates, legal representation.

Maduro and Flores are SDN-listed. The Government of Venezuela is also subject to blocking sanctions under Executive Order 13884, which generally prohibits U.S. persons from engaging in any transaction with the Venezuelan government or its instrumentalities. The practical consequence in the criminal context is remarkable: Maduro’s lawyers, as U.S. persons operating within U.S. jurisdiction, cannot receive payment from their client’s government without explicit Treasury authorization.

General Licenses vs. Specific Licenses

OFAC grants exceptions to its blanket prohibitions through two mechanisms. General Licenses (GLs) are publicly issued authorizations that permit categories of transactions for anyone who meets the stated criteria — no application required. They operate like carve-outs from the sanctions wall. The Venezuela program has seen a rapid proliferation of General Licenses in 2026 alone, with OFAC issuing more than fifteen new or amended GLs easing restrictions on Venezuela’s oil, gas, and mining sectors following political changes in-country. Specific Licenses, by contrast, are individually tailored authorizations granted to particular applicants for particular transactions. They require a formal application to OFAC, a review of the specific facts and policy considerations, and an affirmative Treasury decision. The license at the center of the Maduro fee dispute was a specific license — one that was granted, then revoked, then ultimately re-granted in amended form after judicial pressure mounted.

Key Legal Authority: Venezuela Sanctions Regulations, 31 C.F.R. Part 591 ·

Executive Order 13884 (2019) · International Emergency Economic Powers

Act (50 U.S.C. §§ 1701–1706) · 21 U.S.C. § 960a (Narco-Terrorism Statute)

How the OFAC Licensing Process Works

1 Identify the Sanctions Program: Determine which sanctions program applies to your transaction or counterparty (Venezuela, Iran, Russia, OFAC’s SDN list, etc.) and whether a General License already authorizes the activity.

2 Screen All Counterparties: Search OFAC’s SDN list and sectoral sanctions lists. OFAC’s “50 Percent Rule” means any entity owned 50% or more by a blocked person is itself blocked — even if it doesn’t appear by name on the list.

3 Determine Whether a License is Required: If no General License covers the transaction, a specific license application must be filed through OFAC’s online system, accompanied by detailed factual and legal justification.

4 OFAC Review: OFAC reviews applications on a case-by-case basis, weighing U.S. foreign policy objectives, national security, and hardship factors. Review timelines vary from weeks to many months, depending on complexity and program.

5 Compliance & Reporting: Even with a license, conditions and reporting obligations attached, failure to comply with license terms — including for some otherwise authorized transactions— constitutes a sanctions violation.

The Constitutional Fault Line Exposed by This Case

The Maduro fee dispute is not an academic legal debate. It maps directly onto questions that arise in federal criminal cases across the country, wherever a defendant’s assets have been restrained, forfeited, or blocked. The government’s power to freeze assets — whether through OFAC designation, pre-trial restraint orders under 21 U.S.C. § 853, or civil forfeiture — has long created tension with the Sixth Amendment’s guarantee of counsel.

The Supreme Court addressed related questions in Luis v. United States (2016), holding that the pretrial restraint of untainted assets needed to retain counsel of choice violated the Sixth Amendment. But the government’s theory in the Maduro case pushed further: that OFAC’s authority to enforce sanctions — a foreign policy tool — overrides a defendant’s constitutional preference for particular counsel, that the defendant may simply accept a court-appointed attorney, and that there is no constitutional right to representation by counsel paid by a third-party sanctioned government.

Judge Hellerstein’s skepticism and the government’s ultimate capitulation suggest that this argument — while legally colorable — reaches too far when applied to defendants held in federal custody who pose no ongoing threat.

OFAC is one of the most powerful and least-understood enforcement agencies in the federal government. My clients — particularly those with international business, foreign assets, or ties to sanctioned regions — are often shocked to learn that OFAC can touch their criminal case in ways their prior counsel never anticipated. Sanctions compliance is no longer a niche issue. It is at the center of the most consequential federal prosecutions being brought today.”

— VIKAS S. DHAR, DHAR LAW LLP

What This Means for Federal Defendants and Their Attorneys

The Maduro case is an extreme example, but the legal principles it tested are not exotic. Any federal defendant with assets in a sanctioned jurisdiction, any individual with business dealings that touch a designated entity, and any attorney who represents foreign nationals with ties to Venezuela, Iran, Russia, or other OFAC-sanctioned programs should be alert to the ways in which sanctions law and criminal defense intersect.

Practically speaking, the intersection creates several specific risks. Defense counsel must vet retainer sources carefully. Accepting funds from a blocked person or entity, even unknowingly, exposes the attorney to sanctions liability. Defendants whose assets are in sanctioned jurisdictions may face a de facto inability to fund their own defense without Treasury approval. And in international matters, the identity of the payor — not just the defendant — can become a flashpoint in litigation.

The Venezuelan landscape is evolving rapidly. In early 2026, OFAC issued more than fifteen new General Licenses, substantially easing commercial restrictions on Venezuela’s oil, gas, and mining sectors. But those broad commercial easings explicitly do not remove SDN designations for individuals. Maduro and Flores remain fully blocked. The patchwork of general authorizations and individual prohibitions requires careful, transaction-specific legal analysis before any engagement.

Conclusion: The Sanctions Machine and the Courtroom

There is something arresting about watching the most powerful sanctions apparatus in the world — one that has brought sovereign governments and multinational corporations to their knees — brought into a Southern District of New York courtroom to argue about lawyers’ fees. And yet that collision was inevitable. As the United States increasingly uses sanctions as a tool of foreign policy and law enforcement simultaneously, the moments where those two functions contradict each other will multiply.

Judge Hellerstein’s skepticism was well-placed. The Sixth Amendment does not have a sanctions exception. When the government can shut off a defendant’s access to retained counsel by revoking a Treasury license, the constitutional guarantee of meaningful representation is placed on life support — subject to the discretion of the same executive branch that brought the prosecution. That is a structural problem that the Maduro case papers over without resolution.

Federal practitioners, compliance counsel, and defendants with international exposure should take careful note. The intersection of OFAC and federal criminal defense is no longer a theoretical concern. It is the present-day frontier of constitutional litigation.

Facing a Federal Investigation or International Sanctions Issue?

Dhar Law LLP represents individuals and corporations in federal criminal matters, white-collar defense, and international sanctions compliance. With 23 years of federal experience and multilingual capabilities, we are equipped for the most complex cases. Reach out to a member of our team to discuss your case and your options.

This article is for informational purposes only and does not constitute legal advice. No attorney-client relationship is formed by reading this post. For advice regarding your specific situation, please contact our office directly.

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