Tobey Maguire's Spider-Man 4 - Will It Ever Happen?

Perhaps the biggest sore spot for fans who want a "Spider-Man 4" with Tobey Maguire is that the movie was, at one point, officially slated for release. In a now-infamous tweet from 2009, the official Sony Pictures account confirmed that "Spider-Man 4" would see a release on May 6, 2011. Of course, that didn't happen. While there were once plans for the movie and even some movement in terms of casting, a few key production issues ended up bringing the whole thing crashing down.

In an interview with Vulture, Sam Raimi spoke about the cancellation. "It was simply that we had a deadline and I couldn't get the story to work on a level that I wanted it to work. I was very unhappy with 'Spider-Man 3,' and I wanted to make 'Spider-Man 4' to end on a very high note, the best 'Spider-Man' of them all. But I couldn't get a script together in time, due to my own failings, and I said to Sony, 'I don't want to make a movie that is less than great, so I think we shouldn't make this picture. Go ahead with your reboot, which you've been planning anyway.'"

As for the following decade-plus beyond that initial cancellation, subsequent reboots have shifted the focus away from Maguire to Andrew Garfield's iteration and, most recently, Tom Holland's MCU Spider-Man in turn. However, just because the project hasn't happened yet, that doesn't mean it won't happen in the future.