5 Best Movies to Watch by Tobey Maguire

Michael Douglas plays Grady Tripp, a craggy, lovable English professor struggling to finish the follow-up to a very successful first novel. It has taken him 7 years, and it's an obvious metaphor for his ridiculous life. The character navigates various tragicomic dilemmas with a stellar supporting cast including Frances McDormand, Tobey Maguire, and Katie Holmes. His editor is Robert Downey Jr. and his nemesis is Rip Torn. Bob Dylan wrote the theme song. How do you not love this movie? It's one of those films that feels like a warm, cozy house (despite the fact that it takes place in a Pittsburgh winter), and it's a great blend of humor and drama.

When David and his sister Jennifer fight over the TV remote, they are suddenly transported to David’s favorite sitcom, Pleasantville. They’re told by a spirit guide that their best bet at getting out is fitting in, but their modern sensibilities prove to be too much for the genteel ‘50s town. Soon, the residents learn about sex, art, criticism, and politics, and it’s up to the twins to control the ensuing mayhem and guide them to the right path. 

In hindsight, Pleasantville seems ahead of its time, preceding Marvel’s WandaVision as the ultimate, deconstructed homage to 20th-century television. But unlike the series, Pleasantville dives deep into personal and social politics, all while maintaining an impressive balance of wisdom and humor. Equally notable is the film’s transformation from black and white to Technicolor, which, aside from being a symbolic and technical feat, is also a piece of pure, mesmerizing cinema.

Set during the swingin' seventies, two small town Connecticut families are the subject of this visually stunning and somewhat disturbing drama. With an all-star cast that includes Sigourney Weaver as Janey Carver, an unsatisfied housewife and mother of two and Elijah Wood as her eldest son, there's plenty of star power and drama. In addition, director Ang Lee brings his signature sense of trial and unease while unleashing a quirky and pointed 70's aesthetic.

Pawn Sacrifice is a period drama about famed chess player Bobby Fischer (Tobey Maguire), following Fischer’s rise from his childhood in Brooklyn through to his famed matchup with Soviet Grandmaster Boris Spassky (Liev Schreiber) at the 1972 World Chess Championship. The film captures Fischer’s adolescence as a time of burgeoning mastery of the game, while struggling in a fatherless home and beset by early signs of mental illness. Set during the height of the Cold War, tensions between the United States and Russia play a critical role in the story, as they fuel many of Fischer’s fears and anxieties over perceived Russian spying and surveillance. His paranoia reaches a fever pitch in Reykjavik, Iceland, the site of his famous duel with Spassky for the world championship, leading to a remarkably compelling finale. Writer director Steven Knight and director Edward Zwick have crafted a striking depiction of a real-life genius grappling with fraying sanity, and Maguire is stunningly evocative as the abrasive and acerbic Fischer. For the viewer, no advanced knowledge of chess is necessary to enjoy this vivid depiction of one man’s historical achievement in the face of profound mental disturbance.