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Trump Ally and Oil Magnate Harry Sargeant Shapes U.S. Strategy in Venezuela

Last updated: January 8, 2026 7:39 pm
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Trump Ally and Oil Magnate Harry Sargeant Shapes U.S. Strategy in Venezuela
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Billionaire oil magnate Harry Sargeant III, a close ally of Donald Trump, is advising the U.S. on Venezuela’s oil sector after Maduro’s arrest, underscoring the administration’s reliance on private industry for policy decisions.

WASHINGTON — In the wake of the dramatic U.S. military operation that led to the arrest of Venezuelan President Nicolás Maduro, the Trump administration is turning to a familiar figure for guidance on the country’s oil sector: billionaire energy entrepreneur and Republican donor Harry Sargeant III. Sargeant, who has long-standing ties to Venezuela’s oil industry, is advising U.S. officials on how to facilitate the return of American oil companies to the country, according to four sources familiar with the matter.

This move highlights the administration’s reliance on private industry leaders to navigate the complex political and economic landscape of Venezuela, a country rich in oil but plagued by decades of mismanagement and sanctions. Sargeant’s involvement is particularly notable given his close relationship with former President Donald Trump and his extensive history of dealings with Venezuelan officials, including Maduro and interim President Delcy Rodríguez.

The Role of Harry Sargeant III

Sargeant’s business interests in Venezuela, while smaller in scale compared to oil giants like Chevron, span decades. His companies have been involved in the production and export of asphalt, a product derived from Venezuela’s heavy crude oil, and have invested in several of the country’s oil fields. His long-standing connections to senior Venezuelan officials, including Maduro and Rodríguez, make him a key figure in the administration’s efforts to stabilize and revitalize Venezuela’s oil sector.

In recent days, Sargeant has met with senior Trump officials, including Department of Energy Secretary Chris Wright, to discuss the need for investment in upgrading Venezuela’s oil infrastructure and the terms that the Venezuelan government might offer in contracts. While Sargeant confirmed that members of his team have been in discussions with U.S. officials, he stated that he is not formally advising the administration.

Political and Business Connections

Sargeant’s influence extends beyond his business dealings. He is a former finance chairman of the Florida Republican Party, and his family and corporate entities have donated millions of dollars to Republicans in recent years. Between 2019 and 2020, Sargeant’s wife Deborah donated $285,000 to the Trump Victory Fund, according to campaign finance records.

His political connections are matched by his business acumen. Sargeant has worked in the oil sector in some of the most politically turbulent countries across the world. During the Iraq war, he contracted with the Pentagon to transport fuel to U.S. troops. In 2009, he was accused by the Congressional Oversight Committee of overcharging the Pentagon for oil contracts during the Iraq War, allegations he denied. A Defense Department investigation in 2018 found “no fraud vulnerabilities” and stipulated his company would receive a $40 million payment for its government contract work in Iraq.

The Future of Venezuela’s Oil Sector

The U.S. administration’s focus on Venezuela’s oil sector is part of a broader strategy to stabilize the country and ensure that American oil companies can operate there. Secretary of State Marco Rubio has stated that the U.S. will refine and sell up to 50 million barrels of Venezuelan crude, with the proceeds being used to benefit the Venezuelan people.

Sargeant and other oil executives close to the administration have advised the U.S. government that Rodríguez would likely be a better choice for interim president because she could better control the oil sector and ensure American oil companies’ access than opposition leader Maria Machado. In conversations with Rodríguez, U.S. officials have discussed how American companies would need favorable contracts to return to the country.

The administration is confident that Rodríguez will deliver on these terms, according to a person familiar with the discussions. Sargeant said that members of his team in Venezuela have been in touch with Rodríguez since Maduro’s arrest, but that he himself had only had a text exchange to wish her success in her new role.

Why This Matters

The involvement of Harry Sargeant III in advising the U.S. on Venezuela’s oil sector underscores the administration’s reliance on private industry leaders for policy decisions. This approach highlights the complex interplay between politics, business, and international relations, particularly in a country as strategically important as Venezuela.

The outcome of these efforts could have significant implications for the global oil market, the political stability of Venezuela, and the broader geopolitical landscape. As the U.S. continues to navigate the complexities of Venezuela’s oil sector, the role of figures like Sargeant will be crucial in shaping the future of the country and its relationship with the United States.

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