Right before the Marvel cinematic universe began with Iron Man in 1998, we were getting films like Bryan Singer's X-Men and Sam Raimi's Spider-Man.
Moviebob's YouTube series Really That Good released a new video focusing on Raimi's first two Spider-Man films, and it does an excellent job at deeply examining the elements that made them great. He even talks about how the movie is seen in the context of the impact of 9/11 on popular culture, and why Spider-Man was the film we needed at that time. It also criticizes its flaws such as depiction of Mary Jane. It even points out how Mary Jane made Peter Parker involuntarily shoot his first webbing. If you have an hour to spare, this video is worth checking out.