Josh Brolin Drops A Stunning Insight Into His Former Friend Donald Trump

By Chukwudi Onyewuchi on December 1, 2025 at 9:30 AM EST

Collage of Josh Brolin and Donald Trump
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Josh Brolin is revealing details about an unexpected period of his life: his former, close friendship with Donald Trump.

A long time ago, before Trump became president and caused national controversy, Brolin knew him as a completely different kind of person.

Now, with Trump suggesting he wants to remain in the presidency longer than the Constitution allows, Brolin is speaking openly about his feelings, showing a blend of surprise and skepticism along with a clear comprehension of the man he once spent time with.

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Josh Brolin Says He Knew A Different Donald Trump Before Politics

Josh Brolin at Kimmel
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Brolin explained that his view of Trump comes from knowing him long before the presidency.

He recalled a version of the 79-year-old that felt different from the figure dominating American politics today.

As he told The Independent, “I’m not scared of Trump, because even though he says he’s staying forever, it’s just not going to happen.”

Brolin added, “And if it does, then I’ll deal with that moment,” showing he wasn’t moved by Trump’s public claims about seeking a third term.

The actor met Trump after appearing in “Wall Street 2: Money Never Sleeps” in 2010, when the politician was a builder and entrepreneur.

Looking back, he said, “But having been a friend of Trump before he was president, I know a different guy.”

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Brolin Breaks Down Trump’s Marketing Skills And His Hold On Voters

Trump Cabinet Meeting
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According to Josh Brolin, Trump’s strength has always been the way he speaks to people’s insecurities and needs.

In his words, “There is no greater genius than him in marketing — he takes the weakness of a general population and fills it.”

Brolin believes this skill is why so many supporters feel personally connected to Trump, saying, “I think a lot of people feel that they have a mascot in him.”

The 57-year-old also stressed that the president’s popularity was tied more to people’s desire for validation than to Trump himself.

Brolin’s comments come as Trump has repeatedly floated the idea of a third term, despite the Constitution’s clear limits.

He has said many people want him to run again, and even displayed “Trump 2028” hats in the White House.

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Even House Speaker Mike Johnson noted the constitutional restrictions, showing that Trump’s suggestions continue to spark reactions from all sides.

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Josh Brolin Distances His New Movie Character From Donald Trump Despite Public Comments

Although Brolin has openly critiqued Trump, he is careful not to tie his new film character directly to the president.

The Hollywood star plays Monsignor Wicks, a priest who builds a cult-like following through harsh rhetoric, in “Wake Up Dead Man: A Knives Out Mystery.”

When asked if Wicks reflects Trump, Brolin responded, “I could make something up and say it was rooted in a kind of Trumpian greed,” but insisted the character is not based on him.

Still, Brolin acknowledged deeper similarities about power, explaining that “Wicks garners a sense of power, then there are no boundaries.”

Speaking about the film, he added, “It’s genius. It took me to a few different places that I really didn’t anticipate, and I love that.”

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Brolin’s Life of Luxury Stands in Stark Contrast To His Brother's

Josh Brolin at78th Venice Film Festival
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While Josh Brolin prepares to take on another role, his brother Jess’s life has taken a tragic turn.

Once raised together on a ranch in Paso Robles and later a Santa Barbara mansion, Jess now struggles with health and housing.

A recent report from The Blast revealed that photos captured him waiting for a free trolley in Ojai, California, wearing faded denim shorts, with red blotches on his legs and weighing around 350 pounds.

At the time the photos were taken, Jess was reportedly living at the three-star Topa Vista Hotel, a step up from the streets, where he had previously lived out of a 1981 Toyota truck.

The 53-year-old battled homelessness after his trust fund from their late mother Jane Agee ran out in 2011, and even slept on the streets and scavenged for food from dumpsters.

Despite attempts by stepmom Barbra Streisand and other family members to help him, Jess reportedly rejected their offers.

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Josh Brolin’s Troubled Past Shaped His Career And Resilience

Josh Brolin spends quality time with daughter Eden and her fianc Cameron Crosby while enjoying cupcakes in New York City
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While Jess struggles, Brolin now lives in a $7.1 million Montecito home with his wife Kathryn Boyd and has appeared in major films, including “Avengers” and “Men in Black.”

Despite an “unconventional childhood,” he overcame early challenges with addiction and brushes with the law, including being jailed nine times before landing his breakout role in “The Goonies.”

Brolin also faced personal losses, including the death of his best friend and his mother.

In his memoir “From Under the Truck,” the actor recalled his wild teenage years, working as a cook by night, running with a fast crowd by day, and experimenting with drugs.

Acting became his lifeline, leading him to critical success with “No Country for Old Men” and later blockbusters.

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