The best new movies on HBO Max in September 2022

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A new month brings a new slate of movies on HBO Max, the premier streaming destination for movies of all eras and genres. Several fantastic additions have made their way into HBO Max’s library, including some of the best films of the 90s, featuring a collection of some of our biggest movie stars; from Tom Cruise and Denzel Washington at Matt Damon and Adam Sandler. Elsewhere there is a burst of laughter John Cusack comedy and a taught legal thriller that gets better and more effective with age. Read below to see some of the highlights of this month’s latest additions.


Related: The best classic movies on HBO Max

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Good Hunting (1997)

Director: Gus Van Sant

Cast: Matt Damon, Robin Williams, Minnie Driver, Ben Affleck, Stellan Skarsgard

A troubled but incredibly gifted young man (Matt Damon) from the rough streets of South Boston is offered a life-changing opportunity provided he attends sessions with a therapist who is genuinely willing to challenge him (Robin Williams). Damon and Ben Affleck mounted to Hollywood’s A-list for writing and starring in the Oscar-winning screenplay for this film, giving what remains among the best performances of their careers. Robin Williams is also excellent here and won the Academy Award for Best Supporting Actor with his heartbreaking twist.

Jerry Maguire (1996)

Director: Cameron Crowe

Cast: Tom Cruise, Renee Zellweger, Cuba Gooding Jr., Jonathan Lipnicki, Kelly Preston

“Show me the money.” “You complete me.” “You had me at hello.” You’ve heard all of these lines before, now see the movie where they come from. Tom Cruise stars as Jerry Maguire, a top sports agent who has a major revelation about his career and decides to write a mission statement about perceived dishonesty in the sports management industry and his desire to work with fewer clients in order to foster a more caring personal relationship with them. Naturally, after the release of this statement, Jerry is fired from his esteemed agency and pushed to work for himself with a client, aging NFL running back Rod Tidwell (Cuba Gooding Jr.) and Dorothee (Renee Zellweger), a young single mother, as the only staff member to join him in his mission. Cameron Crowe wrote and directed this uplifting romantic drama, which is anchored by a stellar performance from Tom Cruise that really should have landed the megastar a well-deserved Oscar.

Rock N Rolla (2008)

Director: Guy Ritchie

Cast: Gerard Butler, Idris Elba, Thandiwe Newton, Mark Strong, Toby Kebbell

Guy Ritchie assembles an all-star cast for this underrated crime comedy set in London. A corrupt Russian businessman orchestrates a twisted real estate deal, resulting in millions of pounds being staked and the entire London underworld going into a frenzy to get their hands on it. Gerard Butler directs the film as the leader of a small gang of crooks known as the Wild Bunch who hope to line their pockets with the Russian’s money. The film features a wide range of characters and scenarios that coincide in dramatic and hilarious ways.

The Wedding Singer (1998)

Director: Frank Coraci

Cast: Adam Sandler, Drew Barrymore, Allen Covert, Christine Taylor, Matthew Glave

Robbie Hart (Adam Sandler) is a local New Jersey-based wedding singer who is engaged, which has been his dream since he was a child. He meets and befriends Julia (Drew Barrymore), a new waitress at the reception hall where he works. She herself is engaged, although her fiancée has yet to set a date for the wedding. Robbie agrees to sing on his big day, but soon after Robbie is heartbroken after being left at the altar on his own wedding day and declares that he will never sing at a wedding again. He still agrees to help Julia plan her wedding, making their friendship blossom and deepening their relationship. Will Robbie and Julia realize they were meant to be together? Guess you’ll have to watch to find out! Sandler and Barrymore share electric chemistry in their first collaboration together in this ’80s comedy that features a great soundtrack and a hilarious cast of Sandler’s usual supporting cast.

Director: Spike Lee

Cast: Denzel Washington, Angela Bassett, Delroy Lindo and Spike Lee

Spike Lee directs this epic biopic of famed civil rights leader Malcolm X that charts the legendary figure’s rise from badass to one of the most revered and respected men of the 20th century. Denzel Washington gives a commanding performance as Malcolm X with what is sure to go down as one of the finest works of his esteemed and iconic career.

Michael Clayton (2007)

Director: Tony Gilroy

Cast: George Clooney, Tilda Swinton, Sydney Pollack and Tom Wilkinson

George Clooney stars as the eponymous Michael Clayton, a “fixer” for a prestigious New York law firm who is brought in to handle the situation after one of the firm’s top lawyers suffers a nervous breakdown. Clooney is excellent in the lead role, as are the rest of the cast, while Tony Gilroy skilfully directs its thrilling storyline.

Director: Steve Rose

Cast: John Cusack, Rob Cordry, Craig Robinson, Sebastian Stan and Chevy Chase

Three estranged and depressed middle-aged friends (John Cusack, Rob Cordryand Craig Robinson) reunite for a vacation at the ski resort they all enjoyed in their youth. After a night of heavy drinking in the suite’s hot tub, they wake up to find they’ve traveled back in time to 1986, assuming the guise of their younger selves. When an enigmatic repairman (Chevy-Chase) warns them not to change anything in their past at the risk of changing the future, the group realizes that they must perfectly reconstruct the events that took place in 1986. The film features several hilarious and inappropriate sequences as we sees middle-aged men acting like a bunch of debauched teenagers. A hysterical comedy with heart.

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