9 Best Movies to Watch by Maggie Gyllenhaal

Staff & contributors

Will Ferrell plays a well organized IRS agent named Harold Crick who seems to have figured out everything in his life to the dot. Little does he know his life is being run by someone else, a nervous and morbid novelist, famous for ending her works with the death of the main character. As the nature of his life and eventual doom, he decides to lay back and enjoy the ride, breaking all his ingrained and boring habits. While this film is recommended for everyone, Will Ferrel fans, especially, need to watch this to see Will's acting variety.

Genre: Comedy, Drama, Fantasy, Romance

Actor: Andrew Rothenberg, Bob Papenbrook, Bradley Mott, Bruce Jarchow, Celeste Pechous, Cheryl Lynn Bruce, Christian Stolte, Danny McCarthy, Danny Rhodes, Denise Hughes, Dustin Hoffman, Eli Goodman, Emma Thompson, Frank Caeti, Guy Massey, Jarrett Sleeper, John M. Watson Sr., John Mohrlein, Julia Heron, Keith Kupferer, Kristin Chenoweth, Larry Neumann Jr., Linara Washington, Linda Hunt, Maggie Gyllenhaal, Marc Forster, Martha Espinoza, Mike McColl, Nadirah Bost, Nathan Adloff, Ora Jones, Peggy Roeder, Peter Grosz, Queen Latifah, Ray Kurut, Ricardo Gutierrez, Ricky Adams, Sandra Marquez, Sia A. Moody, T.J. Jagodowski, Tab Baker, Tim Krueger, Tom Hulce, Tonray Ho, Tony Hale, Will Clinger, Will Ferrell, William Dick

Director: Marc Forster

Rating: PG-13

We all love Jeff Bridges. We all agree that we shouldn't leave a movie he won an Oscar for unwatched. That's enough reason to watch this movie, but there are so many others. The story is fantastic and based on true events: a country musician living rough and having a shot at happiness after he falls for a journalist who interviews him. The score is composed by T Bone Burnett. The journalist is played by Maggie Gyllenhaal and another musician is played by Colin Farrell. So many reasons to watch.

Genre: Drama, Music, Romance

Actor: Anna Felix, Beth Grant, Brian Gleason, Chad Brummett, Colin Farrell, David Manzanares, Debrianna Mansini, Harry Zinn, J. Michael Oliva, James Keane, Jeff Bridges, Josh Berry, Maggie Gyllenhaal, Paul Herman, Rick Dial, Robert Duvall, Ryan Bingham, Ryil Adamson, Tom Bower, William Marquez, William Sterchi

Director: Scott Cooper

Rating: R

A film written by screenwriter Charlie Kaufman, about screenwriter Charlie Kaufman as he struggles to adapt a book about poaching a rare plant into a successful movie. Through Kaufman's clever writing and Spike Jones' unique style of directing, the film unfolds using "mise en abîme" as the viewer sees the lessons the writer in film comes across to improve his script more or less subtly influence the events he encounters as the narrative advances. Nicolas Cage's performance is also particularly good as a highly intelligent and self-obsessed screen writer with low self-esteem.

Genre: Comedy, Crime, Drama

Actor: Bob Stephenson, Bob Yerkes, Brian Cox, Cara Seymour, Caron Colvett, Catherine Keener, Chris Cooper, Curt Clendenin, Curtis Hanson, David O. Russell, Donald Dowd, Doug Jones, Gary Farmer, Gregory Itzin, Jay Tavare, Jim Beaver, John Cusack, John Malkovich, Judy Greer, Larry Krask, Lisa Love, Litefoot, Maggie Gyllenhaal, Meryl Streep, Nancy Lenehan, Nicolas Cage, Peter Jason, Roger E. Fanter, Roger Willie, Ron Livingston, Sandra Lee Gimpel, Stephen Tobolowsky, Tilda Swinton

Director: Spike Jonze

Rating: R

, 2014

A really weird and also heartwarming movie about Frank, the leader and singer/songwriter of a crazy band. He really grows on you with his big head. If you like movies with that funky edge (like Scott Pilgrim) this is especially something for you! Either way and regardless of your preferences, you'll find Frank to be a sweet, sincere, likable and clever comedy.

Genre: Comedy, Drama, Mystery

Actor: Abe Martell, Alex Knight, Bruce McIntosh, Carla Azar, Chris McHallem, Domhnall Gleeson, François Civil, François Civil, Hayley Derryberry, Jordyn Aurora Aquino, Katie Anne Mitchell, Kevin Wiggins, Lauren Poole, Maggie Gyllenhaal, Mark Huberman, Matthew Page, Michael Fassbender, Michael James Ford, Moira Brooker, Morse Bicknell, Paul Butterworth, Phil Kingston, Scoot McNairy, Tess Harper, Travis Hammer

Director: Lenny Abrahamson

Rating: R

This anthology of 18 short films — directed by the likes of the Coen brothers, Gurinder Chadha, Wes Craven, and Olivier Assayas — is a cinematic charcuterie board. Each director offers their own creative interpretation of one north star: love in Paris. Romantic love is heavily represented, naturally, but in diverse forms: love that’s run its course, dormant love in need of rekindling, electric chance encounters, and, apt given the location, honeymoon love. Segments like the one starring Juliette Binoche and Alfonso Cuarón’s five-minute-long continuous take opt to focus on parental love instead, with the former also exploring love through the frame of grief. 

If this all sounds a little syrupy and sentimental, fear not: there are dashes of bubble-bursting humor from the Coens, whose short stars a silent Steve Buscemi as a stereotypically Mona Lisa-obsessed American tourist who commits a grave faux pas in a metro station. Instead of sightseers, some directors offer more sober reflections on the experience of migrants in the city, which help ground the film so it doesn’t feel quite so indulgent. Still, the limited runtime of each vignette (sub-10 minutes) doesn’t let any one note linger too long, meaning the anthology feels like a series of light, short courses rather than a gorge of something sickly.

Genre: Drama, Romance

Actor: Aissa Maiga, Alexander Payne, Axel Kiener, Barbet Schroeder, Ben Gazzara, Bob Hoskins, Bruno Podalydès, Catalina Sandino Moreno, Cyril Descours, Elijah Wood, Emily Mortimer, Fanny Ardant, Florence Muller, Gaspard Ulliel, Gena Rowlands, Gérard Depardieu, Hervé Pierre, Hippolyte Girardot, Javier Cámara, Joana Preiss, Julie Bataille, Julien Béramis, Juliette Binoche, Leila Bekhti, Leonor Watling, Lionel Dray, Ludivine Sagnier, Maggie Gyllenhaal, Margo Martindale, Marianne Faithfull, Miranda Richardson, Natalie Portman, Nick Nolte, Olga Kurylenko, Paul Putner, Rufus Sewell, Sara Martins, Sergio Castellitto, Steve Buscemi, Thomas Dumerchez, Wes Craven, Willem Dafoe, Yolande Moreau

Director: Alexander Payne, Alfonso Cuarón, Bruno Podalydès, Christopher Doyle, Daniela Thomas, Ethan Coen, Frédéric Auburtin, Gérard Depardieu, Gurinder Chadha, Gus Van Sant, Isabel Coixet, Joel Coen, Nobuhiro Suwa, Oliver Schmitz, Olivier Assayas, Richard LaGravenese, Sylvain Chomet, Tom Tykwer, Vincenzo Natali, Walter Salles, Wes Craven

Rating: R

Lee Holloway (Maggie Gyllenhaal) is compassionate and diminutive, but her social awkwardness hinders her as she attempts to navigate young adulthood. After recently being hospitalized for self-harm, Lee is determined to prove she is capable of autonomously taking care of herself. She begins working as a secretary for E. Edward Grey (James Spader), a meticulous attorney.

It’s not long before both Lee and Edward realize they’re attracted to one another’s opposite natures: Lee’s obedience and Edward’s dominance. They begin a mutually consensual BDSM relationship, with both experiencing a sexual and emotional awakening. 

The premise may sound familiar: 50 Shades of Grey is widely acknowledged as, at the very least, owing its title to Secretary. But while 50 Shades of Grey portrays an unhealthy, toxic, and superficial idea of a BDSM affair, Secretary maintains that consent must be at the core of any relationship. And ultimately for Lee and Edward, BDSM becomes a way for them to communicate and overcome their individual pain, and unite stronger as a vulnerable, loving whole.

Genre: Comedy, Drama, Romance

Actor: Alison Tatlock, Amy Locane, Christina Gray, David Wiater, Diane McGee, Erin Cressida Wilson, Ezra Buzzington, Herbert Russell, James Spader, Jeremy Davies, Jessica Tuck, Julene Renee, Kyle Colerider-Krugh, Lacey Kohl, Lauren Cohn, Lesley Ann Warren, Lily Knight, Maggie Gyllenhaal, Mary Joy, Michael Mantell, Osgood Perkins, Oz Perkins, Patrick Bauchau, Sabrina Grdevich, Shannon Convery, Stephen McHattie, Steven Fierberg, Steven Shainberg

Director: Steven Shainberg

Rating: R

A happy-go-lucky couple who are expecting their first child travel around the U.S. in order to find a perfect place to start their family. Along the way, they have misadventures and find fresh connections with an assortment of relatives and old friends who just might help them discover "home" on their own terms for the first time. Starring Jon Krasiniski and Maya Rudolph, and partially written by Dave Eggers, this film hits all the sentimental buttons without being cloying or trite.

Genre: Comedy, Drama, Romance

Actor: Allison Janney, Carmen Ejogo, Catherine O'Hara, Chris Messina, Conor Carroll, Jeff Daniels, Jim Gaffigan, John Krasinski, Josh Hamilton, Maggie Gyllenhaal, Maya Rudolph, Melanie Lynskey, Paul Schneider

Director: Sam Mendes