• Home
  • Latest
  • Fortune 500
  • Finance
  • Tech
  • Leadership
  • Lifestyle
  • Rankings
  • Multimedia
PoliticsVenezuela

Venezuela’s 20-year downfall featured a weird bromance between Hugo Chávez and Sean Penn, ex-husband of Madonna and ‘One Battle After Another’ actor

Nick Lichtenberg
By
Nick Lichtenberg
Nick Lichtenberg
Business Editor
Down Arrow Button Icon
Nick Lichtenberg
By
Nick Lichtenberg
Nick Lichtenberg
Business Editor
Down Arrow Button Icon
January 5, 2026, 1:32 PM ET
chavez, penn
Venezuelan President Hugo Chavez (C) and US actor Sean Penn (R) speak to the press at the Miraflores presidential palace in Caracas, on February 16, 2012. LEO RAMIREZ/AFP via Getty Images

Venezuela President Nicolás Maduro’s capture, coming exactly 36 years after the similar seizure of Panama’s Manuel Noriega, has taken U.S. foreign policy back to the future, just as Hollywood grapples with questions of American imperialism in Oscar favorites ranging from Paul Thomas Anderson’s One Battle After Another to Ryan Coogler’s Sinners to Josh Safdie’s Marty Supreme. Life began imitating art when President Donald Trump bluntly declared “we’re going to be running Venezuela” about the U.S.’ role going forward in the country’s governance, recalling the Marty Supreme closing credits needle drop: “Everybody wants to rule the world,” by ’80s greats Tears for Fears.

Recommended Video

But Anderson’s One Battle, an adaptation of the always politically minded novelist Thomas Pynchon, has a certain extra resonance in 2026 because of the surprise strike from the White House on Venezuela and because of its casting of an unlikely player in 21st century foreign policy: Sean Penn. The onetime Gen X badboy was famously, briefly married to pop icon Madonna before reinventing himself as one of the greatest actors of his generation, notching an Oscar for 2003’s Mystic River. Shortly after his crowning as Hollywood royalty, Penn emerged as a notable voice endorsing the Chavismo that ultimately led to Maduro and a near 30-year economic unraveling in Venezuela.

In One Battle, Penn’s Col. Steven J. Lockjaw lampoons the sort of right-wing Americans who are angry about immigration in general and left-wing activism in particular, but his real-life politics showed almost a hero worship, certainly a weird bromance, with Hugo Chávez in Venezuela. When Penn first appeared alongside Chávez in Caracas in the late 2000s, Venezuela was still riding high on oil revenue, even as the government tightened control over state institutions and the national oil company. The actor praised the leftist leader as a “model Democrat” and a sort of Robin Hood figure who would be a champion of the poor, at one point even suggesting that critics who called Chávez a dictator should be jailed.​

For the Chávez administration, having a Hollywood star onstage delivered more than a photo‑op. Penn’s presence became a form of soft validation for a project that was already spooking investors, undermining private industry through expropriations, and hollowing out checks and balances. Economists were warning the petrodollar‑fueled social model was unsustainable, but the political machinery increasingly prioritized revolutionary narrative and global symbolism over technocratic discipline.​

One battle after another

The Penn‑Chávez alliance fit neatly into Venezuela’s broader strategy of courting foreign celebrities and ideological fellow travelers as a counterweight to Washington’s influence. That soft‑power approach helped humanize a government that was simultaneously centralizing authority, pressuring independent media, and neglecting long‑term investment in the oil sector that underpinned the entire economy.

​At first, Penn’s endorsement of Chávez was correct, as Venezuela made large expansions in social programs and regional oil diplomacy, such as subsidized exports through Petrocaribe. Chávez ​passed a new Hydrocarbons Law in 2001 that sharply increased taxes and required the state oil company PDVSA to hold at least 51%–60% in “mixed” joint ventures with foreign firms, reversing the earlier liberalization of the sector. In the years afterward, ​Chávez’s government forced foreign oil companies to accept new majority‑PDVSA contracts or leave, leading to expropriations and arbitration cases by firms like ExxonMobil and ConocoPhillips.

But Chávez was not as socialist in practice ​as in theory, firing roughly half of PDVSA’s workforce after a 2002-2003 strike, gutting the company of 18,000 valuable workers and accelerating its operational decline. The country with the largest proven oil reserves suffered stagnating output for years afterward, and maintenance, reinvestment and technical management of its oil fields and refineries suffered.

When oil prices slid and mismanagement came due, the country staggered into hyperinflation, shortages, and mass migration, culminating in a full‑blown humanitarian crisis that outlived Chávez and deepened under his successor, Nicolás Maduro. As opposition leader María Corina Machado told Fortune in October 2025 from hiding, weeks after winning the Nobel Peace Prize, Venezuela had gone from being one of the richest and freest countries in its region to a “narco-terrorist state,” with nearly a third of the population fleeing (many to Florida, not far from Trump’s Mar-a-Lago estate). The International Monetary Fund estimated Venezuela’s economy had declined by roughly 75% as of late 2022, although center-left critics such as the Center for Economic and Policy Research argue that this doesn’t fully reflect the role of U.S. sanctions.

President Trump has alluded to this seizure of oil assets multiple times before the U.S. strike on Venezuela. “They took all of our oil not that long ago,” he told reporters on Dec. 18. “And we want it back.” At the same time, Trump’s legal justification for striking Venezuela rests on narco-terrorism allegations, as he issued an executive order in January 2025 that laid the groundwork for criminal organizations and drug cartels to be named “foreign terrorist organizations.” U.S. intelligence agencies have disputed the claim that Maduro’s administration was working with Venezuelan street gangs.

Penn has previous when it comes to narco-terrorism, too.

The El Chapo detour

Penn’s attempt to leverage his celebrity into geopolitical relevance did not stop in Caracas. In 2015, he traveled in secret to meet Joaquín “El Chapo” Guzmán in the Mexican jungle, arranging an interview for Rolling Stone that appeared days after the drug lord’s capture. Mexican officials later said the meeting was “essential” or “critical” to tracking Guzmán, pointing to surveillance of intermediaries who shepherded Penn and Mexican actress Kate del Castillo to the rendezvous.

​In January 2016, Rolling Stone published “El Chapo Speaks,” Penn’s first‑person account of this meeting in the Mexican jungle, complete with photos of the actor shaking hands with the world’s most wanted trafficker and a video Q&A recorded after the fact. Within hours, television networks and newspapers flooded the airwaves with split‑screens of Penn and El Chapo, treating the encounter as a mash‑up of Hollywood thriller and narco‑soap opera rather than a sober examination of cartel terror.

The media frenzy that followed said as much about modern information markets as it did about Penn. Television networks and digital outlets framed the episode as a Hollywood‑meets‑narco thriller, while press‑freedom advocates and Mexican journalists blasted the story as a “vanity project” that gave Guzmán unprecedented story control and downplayed cartel brutality. Penn later said he had “terrible regret” the narrative centered on him rather than on the failures of the drug war, but the episode furthered his reputation as an uncredentialed actor‑journalist in some of the world’s most dangerous conflicts.

​Penn’s representatives at CAA did not immediately respond to a request for comment. His CAA page mentions that Penn has written for Time, Interview, Rolling Stone, and The Nation, and that he was the first international journalist to interview Cuban President Raul Castro. (Secretary of State Marco Rubio said Cuban troops were killed in Venezuela as part of the recent U.S. strike, and Trump told reporters that Cuba was “in a lot of trouble.”)

Today, Penn is attracting a different kind of attention for One Battle After Another, which critics groups and awards handicappers describe as a leading Best Picture and acting contender after a strong run at major ceremonies. The movie’s dark satire of revolutionary politics and personal compromise arrives as Venezuela remains mired in low growth, fragile institutions, and an ongoing exodus that has reshaped labor markets across the Americas. But Penn may not have imagined that he would come into contention for another golden statuette ​when a conflict that he played a visible role in, boiled over. Everybody wants to rule the world, indeed.

The Fortune 500 Innovation Forum will convene Fortune 500 executives, U.S. policy officials, top founders, and thought leaders to help define what’s next for the American economy, Nov. 16-17 in Detroit. Apply here.
About the Author
Nick Lichtenberg
By Nick LichtenbergBusiness Editor
LinkedIn icon

Nick Lichtenberg is business editor and was formerly Fortune's executive editor of global news.

See full bioRight Arrow Button Icon

Latest in Politics

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025

Most Popular

Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Finance
Lorem ipsum dolor sit amet, consectetur adipiscing elit, sed do eiusmod tempor incididunt ut labore et dolore magna aliqua. Ut enim ad minim veniam
By Fortune Editors
October 20, 2025
Fortune Secondary Logo
Rankings
  • 100 Best Companies
  • Fortune 500
  • Global 500
  • Fortune 500 Europe
  • Most Powerful Women
  • Future 50
  • World’s Most Admired Companies
  • See All Rankings
Sections
  • Finance
  • Fortune Crypto
  • Features
  • Leadership
  • Health
  • Commentary
  • Success
  • Retail
  • Mpw
  • Tech
  • Lifestyle
  • CEO Initiative
  • Asia
  • Politics
  • Conferences
  • Europe
  • Newsletters
  • Personal Finance
  • Environment
  • Magazine
  • Education
Customer Support
  • Frequently Asked Questions
  • Customer Service Portal
  • Privacy Policy
  • Terms Of Use
  • Single Issues For Purchase
  • International Print
Commercial Services
  • Advertising
  • Fortune Brand Studio
  • Fortune Analytics
  • Fortune Conferences
  • Business Development
  • Group Subscriptions
About Us
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • About Us
  • Editorial Calendar
  • Press Center
  • Work At Fortune
  • Diversity And Inclusion
  • Terms And Conditions
  • Site Map
  • Facebook icon
  • Twitter icon
  • LinkedIn icon
  • Instagram icon
  • Pinterest icon

Latest in Politics

Photo of Donald Trump (left) and Pete Hegseth (right)
Economynational debt
Something is different about Trump’s $1 trillion war on Iran and its stress on the national debt, Harvard Kennedy scholar says
By Sasha RogelbergApril 17, 2026
11 hours ago
Half of Iran’s workforce faces unemployment risk as the U.S.-Israel war’s ‘hidden target’ was the labor market, economist says
EconomyIran
Half of Iran’s workforce faces unemployment risk as the U.S.-Israel war’s ‘hidden target’ was the labor market, economist says
By Jason MaApril 17, 2026
11 hours ago
The $39 trillion national debt could break the all-important U.S. bond market, sparking a ‘vicious’ emergency, former Treasury secretary warns 
EconomyDebt
The $39 trillion national debt could break the all-important U.S. bond market, sparking a ‘vicious’ emergency, former Treasury secretary warns 
By Tristan BoveApril 17, 2026
12 hours ago
trump
EnergyIran
Iran and White House say the Strait of Hormuz is ‘completely open.’ But it definitely isn’t—at least for now
By Jordan BlumApril 17, 2026
13 hours ago
trump
EnergyIran
Trump says Iran to suspend nuclear program, won’t get funds
By Kate Sullivan and BloombergApril 17, 2026
14 hours ago
A woman taking a picture of the Statue of Liberty.
Economytourism
Tourism had a record-breaking 2025 everywhere but the U.S., report finds, as international visitor numbers plummet by the millions
By Tristan BoveApril 17, 2026
14 hours ago

Most Popular

Pope Leo warned the world is in ‘big trouble’ if Elon Musk becomes the first trillionaire
Success
Pope Leo warned the world is in ‘big trouble’ if Elon Musk becomes the first trillionaire
By Preston ForeApril 17, 2026
21 hours ago
A world going broke: IMF says America's $39 trillion national debt is actually a global problem—and AI may be the only rescue
Economy
A world going broke: IMF says America's $39 trillion national debt is actually a global problem—and AI may be the only rescue
By Nick LichtenbergApril 16, 2026
1 day ago
Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
Environment
Jeff Bezos pledged $10 billion for climate change. With the 2030 clock ticking, his wife, Lauren Sánchez Bezos, is leading the charge to spend it
By Sydney LakeApril 15, 2026
3 days ago
Germany already told its workers to ditch four-day weeks and work-life balance. Now the government wants to cut their pay for calling in sick, too
Success
Germany already told its workers to ditch four-day weeks and work-life balance. Now the government wants to cut their pay for calling in sick, too
By Orianna Rosa RoyleApril 16, 2026
2 days ago
Older millennials are starting to act like boomers in the housing market—and pulling away from the pack
Real Estate
Older millennials are starting to act like boomers in the housing market—and pulling away from the pack
By Nick LichtenbergApril 17, 2026
22 hours ago
Iran has reopened the Strait of Hormuz—but experts say it now holds a card that works ‘almost like a nuclear deterrent’
Energy
Iran has reopened the Strait of Hormuz—but experts say it now holds a card that works ‘almost like a nuclear deterrent’
By Eva RoytburgApril 17, 2026
14 hours ago

© 2026 Fortune Media IP Limited. All Rights Reserved. Use of this site constitutes acceptance of our Terms of Use and Privacy Policy | CA Notice at Collection and Privacy Notice | Do Not Sell/Share My Personal Information
FORTUNE is a trademark of Fortune Media IP Limited, registered in the U.S. and other countries. FORTUNE may receive compensation for some links to products and services on this website. Offers may be subject to change without notice.