Before Tobey Maguire landed the titular role, some other very big names were floated for Sam Raimi's first SpiderMan movie, including Leonardo DiCaprio, Wes Bentley, Heath Ledger, Ewan McGregor, Freddie Prinze Jr., Jude Law and more😮
Before Tobey Maguire was cast as the first cinematic Spider-Man, Sony had other actors in mind for Sam Raimi's franchise. While the superhero genre has exploded on the big and small screens, the early 2000s were limited when it came to comic book characters imagined in live-action. Before the MCU even existed, one of the biggest Marvel Comics heroes had already made its way to the big screen in Spider-Man.
In many ways, Raimi's Spider-Man franchise helped the comic book genre evolve to where it is today, as other studios saw the potential in those IPs. Maguire is one of few actors to have ever played the friendly neighborhood over the last two decades. While a Spider-Man 4 was initially planned to happen, Sony ended up rebooting the series with Marc Webb as the director for The Amazing Spider-Man series.
Even though Ledger wasn't cast as Spider-Man, the late Australian actor did go on to portray an iconic comic book character. In 2008, Ledger took on The Joker in Christopher Nolan's The Dark Knight. Not only did his take on the Clown Prince of Crime become universally beloved, but Ledger also won an Academy Award for Best Supporting Actor posthumously. McGregor, who is primarily known for his Star Wars fame, also joined the DCEU over a decade later as Black Mask in Birds of Prey.
Following Maguire's Spider-Man return in Spider-Man: No Way Home, Raimi is set to have his own MCU chapter as he directed Doctor Strange in the Multiverse of Madness. Many have speculated that Maguire's web-slinger has a cameo of some kind in Raimi's multiverse-centric film, which only time will tell at this point. Even if he doesn't appear in Doctor Strange 2, Maguire more than cemented his place in live-action comic book history when he took on Peter Parker 20 years ago.
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