
Tobey Maguire dominated Hollywood in the 1990s, preparing the groundwork for his Spider-Man depiction. Here are some of the actor-best producer’s films.
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Tobey Maguire has become a well-known producer in Hollywood in the years since he first donned the Spider-Man outfit. Meanwhile, on-screen, he has collaborated with some of Hollywood’s greatest stars, like Charlize Theron (The Cider House Rules), Jake Gyllenhaal (who he arguably looks like, so it’s no wonder they joined up for Brothers), and boyhood best buddy Leonardo DiCaprio (The Great Gatsby).
Maguire fueled rumors of his retirement from acting when he founded Material Pictures in 2012 and co-produced Good People the same year. However, in 2014, he produced and performed in the film Pawn Sacrifice as chess legend Bobby Fischer. Most notably, in the MCU’s Spider-Man: No Way Home, Maguire reprised his classic Spider-Man persona, joining up with both Tom Holland and Andrew Garfield‘s Spider-Man identities. Furthermore, Maguire‘s Spider-Man is expected to make an appearance in the forthcoming Doctor Strange in the Multiverse of Madness. In honor of Maguire’s recent return to the Spider-Verse, here’s a look at some of his best flicks to date.
5. The Ice Storm (1997)

It’s New Canaan, Connecticut, in the suburbs. 1973 is the year. Two middle-class families who dabble with casual sex and substance addiction find their lives spiraling out of control. The Ice Storm was directed by Ang Lee and was released in 1997 (Brokeback Mountain). It also stars Kevin Kline, Joan Allen, Christina Ricci, Elijah Wood, Katie Holmes, and Sigourney Weaver among a brilliant ensemble cast. The narrative, set over Thanksgiving, sees the families struggling with the chaotic societal upheavals of the early 1970s, as well as problematic kinds of escapism as consequences. The film received great reviews from critics and was chosen to compete for the Palme d’Or at the Cannes Film Festival. Tobey Maguire stars Paul, a residential school student who loves Holmes’ character. With this little effort, he showed actual hints of stardom at an early age.
4. Seabiscuit (2003)

The 2003 sports drama Seabiscuit, based on an excellent book about the life and racing career of the titular champion thoroughbred racehorse, focuses on the tiny and frequently neglected horse whose surprising success made him a hugely recognized media celebrity during the Great Depression. Tobey Maguire plays Seasbiscuit‘s Canadian horse racing jockey, John “Red” Pollard, who develops a profound relationship with the powerful beast while coping with his own personal issues with eyesight loss. The Gary Ross story underlines the importance of the improbable champion Seabiscuit to Americans at a tough time, and how he became a symbol of hope to millions.
3. Pleasantville (1998)

In the years leading up to his role as Spider-Man, Tobey Maguire portrayed a boy in Pleasantville who was infatuated with classic comedies. This Gary Ross classic from 1998 revolves around two brothers who are inexplicably transferred within a vintage TV show set in a beautiful rural village. Along with Maguire and Reese Witherspoon (as his sister), this one-of-a-kind story revealed the late Paul Walker’s real talent as a starring man. It also includes Jeff Daniels, Joan Allen, William H. Macy, as well as J. T. Walsh who makes one of his final appearances.
2. Spider-Man 2 (2004)

“Now this is what a superhero movie should be,” according to Roger Ebert in his four-star evaluation of Sam Raimi‘s Spider-Man 2, the followup to the 2002 gigantic hit that forever changed superhero filmmaking. In this chapter, Peter Parker is fighting a new adversary dubbed Doctor Octopus (Alfred Molina) while also trying to maintain his romantic relationship with Mary-Jane Watson (Kirsten Dunst) and friendship with Harry Osborne (James Franco). All of that comes to a screeching end, however, as Spidey suddenly loses his powers and begins to doubt his heroic identity.
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Marvel fans evidently can’t get enough of Maguire’s Spider-Man, as a new campaign has been established to urge Sony to make Sam Raimi‘s Spider-Man 4. Raimi had planned to create the fourth film with Tobey Maguire reprising his role as Peter Parker. The sequel was canceled before it could begin production, resulting in the subsequent reboots with Andrew Garfield and Tom Holland. With the massive success of Spider-Man: No Way Home, the original web-slinger is more popular than ever. The film also opened the possibility for revisiting characters and stories from earlier film series, so why not consider another Maguire performance as the iconic web-slinger?
1. Spider-Man: No Way Home (2021)

Maguire set the Guinness World Record for “longest career as a live-action Marvel superhero” by resuming his role in Spider-Man: No Way Home (2021). Maguire and Andrew Garfield also featured in the 2021 film as their own Peter Parkers to pair up with the MCU’s Tom Holland, proving that the allegations were genuine all along. Those who saw Spider-Man: No Way Home in cinemas will confirm that spectators erupted in applause when Maguire appeared, which is an understatement.
Despite being released amid COVID-19 limitations, the picture became an instant hit and has only grown in popularity. The film has now become the sixth-highest-grossing film of all time, as well as the highest-grossing Spider-Man release of all time. And, with the Academy awarding a “fan favorite” during this year’s Oscars, No Way Home is appearing increasingly likely to take home the one-of-a-kind prize.