Stan said in the press room at the 2025 Golden Globes that Trump was "definitely the hardest" role he has played in his career thus far

Not to diminish his Golden Globe win for playing a disfigured man who undergoes facial reconstruction surgery in A Different Man, but for Sebastian Stan the hardest role to play in his career was “the man in orange” aka Donald Trump in this year’s The Apprentice.

The star won best actor in a comedy. He had also been nominated for playing Donald J. Trump in “The Apprentice” but lost to Adrien Brody.

Sebastian Stan is standing by one of his controversial roles amid his win at the 82nd Annual Golden Globes. On Sunday, Jan. 5, the actor won the award for Best Performance by a Leading Actor in a Musical or Comedy film for “A Different Man.

Despite winning a Golden Globe for his performance in ‘A Different Man’, the actor Sebastian Stan feels that playing Donald Trump in ‘The Apprentice’ was the hardest role of his career. Stan won his first Golden Globe on Sunday in Best Actor Male Actor Comedy or Musical for ‘A

Sebastian Stan wins his first Golden Globe for 'A Different Man' while calling his portrayal of Donald Trump in 'The Apprentice' his toughest role. Accepting the award, he emphasized on embracing inclusivity and change.

Anthony Mackie, known for his role as Sam Wilson in the Marvel Cinematic Universe (MCU), gave a heartfelt shoutout to his longtime co-star Sebastian Stan during the 2025 Golden Globes. The moment occurred while Mackie was on stage with Captain America: Brave New World co-star Harrison Ford to present the award for Best Animated Motion Picture.

Sebastian Stan suffered "sleepless nights" after agreeing to play the role of a young Donald Trump in The Apprentice. While attending the 82nd Annual Golden Globe Awards on Sunday, January 5, the Marvel star revealed it was his most difficult acting job he's undertaken.