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Angelina Jolie would have played a villain in Sam Raimi’s Spider-Man 4 with Tobey Maguire

The famous actress came very close to being part of the fourth Spider-Man movie that never happened, as the daughter of The Vulture.

Update:
Angelina Jolie would have played a villain in Sam Raimi’s Spider-Man 4 with Tobey Maguire

A long time before Angelina Jolie joined Marvel as Thena, part of the Eternals’ cast in 2021, the famous actress could have been part of another popular Marvel saga. Jolie could have acted alongside Tobey Maguire in Sam Raimi’s canceled Spider-Man 4 movie, playing a villain, specifically The Vulture’s daughter. This according to Screen Rant, coming from the book With Great Power: How Spider-Man Conquered Hollywood During the Golden Age of Comic Book Blockbusters by Sean O’Connell, where several stories related to the first Spider-Man movies in theaters are told.

Angelina Jolie vs Tobey Maguire: a frustrated dream 

There’s already been plenty of talk about the foiled plans to make Spider-Man 4 with Tobey Maguire after the third movie's failure in the box office. Eventually, Andrew Garfield’s Spidey would get to theaters as a rebooted series, and that project gave us the two (admittedly very fun) The Amazing Spider-Man movies. But before that, there were already plans to feature The Vulture as the main villain alongside Kraven and apparently other antagonists. But what we didn’t know is that Jolie was going to be part of the cast.

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Angelina Jolie would have played the daughter of The Vulture, played by John Malkovich, who would have died early on in the film. This would have allowed her daughter to take up the mantle as an original character that hadn’t been featured in the comics. She would have interpreted “an accomplished executive representing a venture capital firm that was trying to buy the Daily Bugle,” according to the above-mentioned book.

Jolie’s character would have then discovered Spider-Man’s identity and made Peter Parker’s life hell. In the end, Spider-MAn 4 never got the chance to go into production, and we never saw Tobey Maguire wearing the suit again until Spider-Man: No Way Home brought him (and his villains) back to the silver screen.

Source | Screen Rant