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- Jake Gyllenhaal was considered to replace Tobey Maguire as Peter Parker/Spider-Man in Spider-Man 2 after Maguire was injured while working on Seabiscuit, however, Maguire eventually recovered and continued in the role.
- Jake Gyllenhaal was considered for the role of Stephen Strange/Doctor Strange in Doctor Strange.
- Jake Gyllenhaal previously worked with J.K. Simmons in Rendition.
- Jake Gyllenhaal worked again with Tom Holland in The Devil All the Time.