3 Movies Like Monty Python and the Holy Grail (1975) On Max (HBO Max)

Staff & contributors

Chasing the feel of watching Monty Python and the Holy Grail ? Here are the movies we recommend you watch right after.

Hugh Jackman, Allison Janney, and Ray Romano star in this true story of a big academic corruption case. Hugh Jackman is (of course) excellent as a successful and dedicated superintendent with a complicated personal life. However, when a curious student with the school journal starts digging around in a project he promotes, she uncovers what will become the largest public school embezzlement in the history of the U.S. 

The performances stretch the story to its full potential, as this movie would be nothing without its incredible cast. It should be watched for the acting. Eventually, it suffers from a problem common to all movies based on newspaper articles: the story can be told in a single article.

Genre: Crime, Drama, History, TV Movie

Actor: Alex Wolff, Allison Janney, Annaleigh Ashford, Brent Langdon, Brian Sgambati, Catherine Curtin, Darlene Violette, Dina Pearlman, Doris McCarthy, Finnerty Steeves, Geraldine Viswanathan, Gino Cafarelli, Giuseppe Ardizzone, Halle Curley, Hari Dhillon, Hugh Jackman, Jeremy Shamos, Jimmy Tatro, John Scurti, Jorge Chapa, Justin Swain, Kathrine Narducci, Kayli Carter, Larry Romano, Natasha Goss, Pat Healy, Peter Appel, Rafael Casal, Ray Abruzzo, Ray Romano, Rene Ojeda, Robert 'Toshi' Kar Yuen Chan, Stephanie Kurtzuba, Stephen Spinella, Steve Routman, Victor Verhaeghe, Welker White, Will Meyers

Director: Cory Finley

Rating: TV-MA

Before “burnout,” “bullshit jobs,” and “quiet quitting” became part of our everyday lexicon, there was a film in the ‘90s that prophesied the rise of these workplace problems. Office Space follows three co-workers who, having had enough of their dreary low-paying jobs, fight back against their company via an embezzlement scheme. 

Office Space makes the most out of its indie budget as it mostly takes place in the cramped quarters of a company, effectively bottling us into the cubicled windowless world of the characters. But the real beauty of the film is in the details, from its quick zingers and thoughtful takes on the essence of work down to its elaborate “planning to plan” scheme in the background and the employees’ forced politeness singing happy birthday to their boss. Modern viewers will notice that Office Space sits right in between the dystopian thriller Severance and the beloved sitcom The Office—a dark comedy that highlights the necessity of humanity in everyday work. 

Genre: Comedy, Drama

Actor: Ajay Naidu, Alexandra Wentworth, Ali Wentworth, Barbara George-Reiss, Charissa Allen, David Herman, Diedrich Bader, Gabriel Folse, Gary Cole, Greg Pitts, Jack Betts, Jackie Belvin, Jennifer Aniston, Jennifer Jane Emerson, Jesse De Luna, Joe Bays, John C. McGinley, Kinna McInroe, Kyle Scott Jackson, Michael McShane, Mike Judge, Orlando Jones, Paul Willson, Richard Riehle, Ron Livingston, Rupert Reyes, Spencer Kayden, Stephen Root, Todd Duffey, Tom Schuster

Director: Mike Judge

Rating: R

, 2017

This fun drama is about a 90-year-old who’s still searching for answers to life’s existential questions. Lucky smokes, drinks, and is pretty angry (a not-so-chill atheist); but he’s still around.

Harry Dean Stanton, in what feels like an extension to his character Lucky, passed away a year after the film premiered in 2017. This was the last role of the legendary Alien and The Godfather actor.

Genre: Drama

Actor: Ana Mercedes, Barry Shabaka Henley, Bertila Damas, Beth Grant, David Lynch, Ed Begley Jr., Harry Dean Stanton, Hugo Armstrong, James Darren, Ron Livingston, Tom Skerritt, Yvonne Huff

Director: John Carroll Lynch

Rating: Not Rated