7 Best Movies to Watch by Joan Cusack

Staff & contributors

A hot summer night, around 2 a.m. You're outside talking with a close friend about life, happiness, and the human condition. That quality and depth of conversation, which you reach at best a couple of times a year is present throughout the 106 minutes of The End of the Tour.

In the case of this movie, you become the witness of five days of conversation spent between two fine writers: the once-in-a-generation American author David Foster Wallace and best-selling Rolling Stone journalist David Lipsky, as they travel the US during the 1996 publicity tour for the former's magnum opus, Infinite Jest. Twelve years later Wallace will commit suicide.

Like a good podcast, the James-Ponsoldt-directed road movie makes you feel being part of a deeply personal conversation of the kind you would have with a long-time friend. At times, it can feel like eavesdropping on a genius at work. This effect is helped along by a flawless Jason Segal, who delivers an award-worthy performance as DFW. The fierce intelligence exuded by Jesse Eisenberg as David Lipsky is also nothing short of amazing. As they stuff their faces with junk food, their conversation is insightful, immediate, and unpretentiously relevant, making The End of the Tour a rare and important film.

Genre: Drama

Actor: Anna Chlumsky, Becky Ann Baker, Dan John Miller, Jason Segel, Jesse Eisenberg, Joan Cusack, Joel Thingvall, Johnny Otto, Mamie Gummer, Mickey Sumner, Punnavith Koy, Ron Livingston, Ryan J. Gilmer, Stephanie Cotton

Director: James Ponsoldt

Rating: R

, 2019

Shot by Sergio Pablos, a weathered animation film creator, here's a future holiday classic to be reckoned with. Klaus is a beautifully old-school-looking, 90s Disney-style animation movie about the origin story of the world's most beloved toymaker, Santa Klaus. Dispatched to a bleak arctic town, because he really wasn't very good at his job at all, mailman Jesper stumbles upon the now-famous Klaus, making an acquaintance that will change the town forever, and, with it, the way Christmas is celebrated around the world. In addition to its homely warmth, funny moments, and nostalgic hand-drawn animation style, you will recognize many famous voice-overs in this festive family film, including the always amazing J.K. Simmons, Rashida Jones, and Jason Schwartzman, to name a few.

Genre: Animation

Actor: J.K. Simmons, Jason Schwartzman, Joan Cusack, Neda Margrethe Labba, Norm Macdonald, Rashida Jones, Sergio Pablos, Will Sasso

Director: Sergio Pablos

Rating: PG

This coming-of-age story based on the bestseller by the same name starts fun but veers towards darker territory. It's about a high-schooler who makes two older friends, played perfectly by Ezra Miller and Emma Watson. But as he gets closer to one of them, his anxieties and past trauma come to the surface. The impressive depth to which the makers of The Perks of Being a Wallflower were able to take it is what elevates it to greatness. It's the perfect mix between easy and challenging. If there is ever such a thing, it's this movie.

Genre: Comedy, Drama

Actor: Adam Hagenbuch, Brian Balzerini, Chelsea Zhang, Dihlon McManne, Dylan McDermott, Emily Marie Callaway, Emma Watson, Erin Wilhelmi, Ezra Miller, Joan Cusack, Joe Fishel, Johnny Simmons, Jordan Paley, Julia Garner, Kate Walsh, Landon Pigg, Leo Miles Farmerie, Logan Lerman, Mae Whitman, Mark McClain Wilson, Melanie Lynskey, Morgan Wolk, Nicholas Braun, Nina Dobrev, Patrick de Ledebur, Paul Rudd, Reece Thompson, Stacy Chbosky, Stephen Chbosky, Tom Savini, William L. Thomas, Zane Holtz

Director: Stephen Chbosky

Rating: PG-13

A marvelous combination of perfect casting and a sizzling script. William Hurt, Albert Brooks, and Holly Hunter are such natural talents they could make reading a dictionary watchable, but seeing them weave through James L Brooks punchy dialogue is a delight to behold. The three form the foundation of this drama that is as much about journalistic ambition as it is about love.

Hunter and Brooks are principled workaholics at a news station juggling a platonic friendship that seems destined for more but lacks a driving spark. Enter Hurt, a charming though self-admittedly stupid news anchor, who Hunter at once resents and yet can’t help falling for. What seems like a ready-built rom-com plot, however, churns into something else entirely. It’s a delicious film crackling with wit and character and is as funny as it is astute. 

Genre: Comedy, Drama, Romance

Actor: Albert Brooks, Amy Brooks, Christian Clemenson, Ed Wheeler, Frank Doubleday, Gennie James, Gerald F. Gough, Gerard Ender, Glen Roven, Holly Hunter, Jack Nicholson, Joan Cusack, John Cusack, Kimber Shoop, Leo Burmester, Lois Chiles, Luis Valderrama, Marc Shaiman, Marita Geraghty, Martha Smith, Nat Benchley, Peggy Pridemore, Peter Hackes, Raoul N. Rizik, Richard Thomsen, Robert Katims, Robert Prosky, Robert Walsh, Stephen Mendillo, William Hurt

Director: James L. Brooks

A recent holiday classic you likely haven't seen, Arthur Christmas uses its premise of the North Pole as a massive spy organization to touch on how commercialization tears people apart. It's a surprisingly smart film with a fascinating dynamic among its family of Santas, with an incredibly funny script full of dry, British wit. And while the animation may already look dated at first glance, Arthur Christmas more than makes up for its looks with truly imaginative art direction and director Sarah Smith's fast-paced set pieces. This is that rare Chirstmas movie that doesn't just surrender to schmaltz; the lessons learned by the characters here are unique, complex, and timeless.

Genre: Adventure, Animation, Comedy, Drama, Family, Kids

Actor: Adam Tandy, Alistair McGowan, Andy Serkis, Ashley Jensen, Bill Nighy, Brian Cummings, Bronagh Gallagher, Clint Dyer, Cody Cameron, Danny John-Jules, David Menkin, David Schneider, Deborah Findlay, Dominic West, Donnie Long, Emma Kennedy, Eva Longoria, Hugh Laurie, Iain McKee, Ian Ashpitel, Imelda Staunton, James McAvoy, Jane Horrocks, Jerry Lambert, Jim Broadbent, Joan Cusack, Julia Davis, Kerry Shale, Kevin Cecil, Kevin Eldon, Kris Pearn, Laura Linney, Marc Wootton, Michael Palin, Peter Baynham, Ramona Marquez, Rhys Darby, Rich Fulcher, Rich Hall, Robbie Coltrane, Sanjeev Bhaskar, Sarah Smith, Seamus Malone, Seeta Indrani, Stewart Lee, Tamsin Greig

Director: Barry Cook, Sarah Smith

Rating: PG

The '80s saw an influx of coming-of-age dramas, with John Hughes’ “Brat Pack” films reigning supreme. For better or worse, their most iconic scenes are embedded in pop culture, like students dancing in detention in The Breakfast Club or Sixteen Candles’ belated birthday cake. Perhaps the most iconic '80s movie moment comes not from Hughes, but from Cameron Crowe’s Say Anything…: Lloyd Dobler (John Cusak) in a trenchcoat, blue Malibu parked behind him, boombox raised over his head in defiant loyalty.

On their last day of high school, Lloyd Dobler resolves to ask out the class valedictorian Diane Court (Ione Skye). Their summer-long relationship is awkward, intense, tender—and familiar to anyone who has ever opened themselves up to falling in love. Say Anything… emotionally outclasses its contemporaries, as Crowe’s writing lends itself to two authentic characters fleshed out beyond caricatures. And as Lloyd crushes hard on Diane, it’s hard not to feel like you’re falling in love with each of them, too.

Genre: Comedy, Drama, Romance

Actor: Amy Brooks, Bebe Neuwirth, Bill Stevenson, Chynna Phillips, Dan Castellaneta, Don Wilson, Eric Stoltz, Glenn Walker Harris Jr., Gloria Cromwell, Gregory Sporleder, Ione Skye, Jason Gould, Jeremy Piven, Jerry Ziesmer, Jim Ladd, Joan Cusack, Joanna Frank, John Cusack, John Hillner, John Mahoney, Johnny Green, Jonathan Chapin, Judy Prescott, Kim Walker, Lili Taylor, Lisanne Falk, Lois Chiles, Loren Dean, Montrose Hagins, Pamela Adlon, Patrick O'Neill, Philip Baker Hall, Polly Platt, Richard Portnow, Stephen Shortridge, Stone Gossard

Director: Cameron Crowe

Of the many violence-inflected black comedies that Pulp Fiction spawned, Grosse Pointe Blank ranks among the best. Though it’s patently inspired by Tarantino’s magnum opus — John Cusack plays a sardonic, amoral hitman, and the film features bursts of stylized violence and a retro soundtrack — it never feels derivative. The film finds its own identity as a quirky romcom when Cusack’s character, Martin Blank, returns to his hometown for a 10-year high-school reunion on the advice of his terrified therapist (Alan Arkin).

Martin is experiencing professional disillusionment as part of the quarter-life crisis that often takes hold when one realizes it’s been a whole decade since high school. His profession puts a darkly comic spin on that convention, but the film doesn’t treat that element entirely flippantly. Unlike Martin — and so many of the film’s Pulp Fiction-inspired brethren — Grosse Pointe Blank isn’t nihilistic, but quite sincerely romantic. Its hybrid nature and surprising heart come to the fore in Martin’s renewed relationship with the girlfriend he jilted at prom: Debi (Minnie Driver), now a ska-loving radio DJ. Cusack and Driver have sparkling chemistry, which makes the sincerity with which their characters grapple with the possibility of a second chance at happiness all the more absorbing to watch.

Genre: Action, Comedy, Drama, Romance, Thriller

Actor: Alan Arkin, Ann Cusack, Barbara Harris, Belita Moreno, Benny Urquidez, Bill Cusack, Bobby Bass, Carlos Jacott, Dan Aykroyd, David Barrett, Doug Dearth, Hank Azaria, Jenna Elfman, Jeremy Piven, Joan Cusack, John Cusack, K. Todd Freeman, Michael Cudlitz, Minnie Driver, Mitchell Ryan, Steve Pink

Director: George Armitage