Following his dynamic performance in the recent action-drama Uncut Gems and more serious films like Punch-Drunk Love, comedic actor and filmmaker Adam Sandler has surprised many fans with his versatility. Still, this ex-SNL alumni tends to be thought of for his goofy and romantic comedies first and foremost. Indeed, this array of comedic romps makes up the bulk of Sandler’s filmography.
He formed Happy Madison Productions in 1999, where he’s churned out a number of colorful comedy flicks, often featuring other former SNL castmembers like Rob Schneider and David Spade. These films have received a fairly mixed reception and tend to be panned by critics more often than not, who aren’t always keen on his brand of slapstick and sarcastic one-liners. Yet, there’s a certain charm to Sandler’s random, silly humor that many respond to, which has given him a large dedicated following and a slew of successful films.
With that said, let’s take a look at Adam Sandler’s 5 best comedies, as well as his 5 worst, according to IMDb.
Best: Men, Women & Children (2014) - 6.7
While Sandler is often known for some over-the-top roles, he’s also thrived in some more dramatic films with at least a tinge of humor as well. Such is the case with this unique, emotional dramedy, Men, Women, & Children. It was directed by Jason Reitman, a filmmaker known for similarly heavy comedy-dramas like Juno, and is the man behind the upcoming Ghostbusters: Afterlife.
This film hones in on the turbulent lives of various teenagers and their parents, illustrating how the rising influence of the internet has affected their lives. It drew much attention following its release in 2014 for its distinct style, dynamic performances, and its cultural relevance in this age of online prominence.
Worst: Eight Crazy Nights (2002) - 5.4
Given the detailed, charming animated visuals and the distinction of being a rare Hanukkah-centric film, one would have expected a bit more out of this one. Eight Crazy Nights marks the debut of Happy Madison’s foray into animation, featuring a number of colorful characters with no shortage of Sandler-style zingers and wacky antics throughout.
The plot revolves around the alcoholic delinquent by the name of Davey Stone, whose shenanigans make him not particularly well looked upon in his community. The film has its chuckle-worthy moments, though received some criticism for its slew of annoying characters, as well as its odd clash in adult and kid-friendly content.
Best: The Wedding Singer (1998) - 6.8
This feel-good romantic comedy stars the dynamic duo of Adam Sandler and Drew Barrymore, a pairing that would prove memorable in future Sandler films as well. The Wedding Singer stars a prototypically ’80s-looking, humble musician by the name of Robbie Hart. Given his rather tough life making pennies performing at weddings, coupled with a bitter breakup from his fiance, he’s forced to make do before meeting his love interest, Julia (Barrymore).
The film showcases some great chemistry between Sandler and Barrymore, in addition to humorous moments dressed with cheesy 80s cultural flair.
Worst: Little Nicky (2000) - 5.3
The concept of this odd fantasy comedy, which stars a trio of Satan’s sons vying for their control of Hell, raised some eyebrows following its release in 2000. But unlike, say, Happy Gilmore, which was similarly wacky, most of the gags in this one tended to fall flat for a great number of viewers. It didn’t help that the bizarre, Satanic protagonist, Nicky, wasn’t particularly likable.
While the premise was at least amusing and unique, the over-the-top Little Nicky didn’t draw a huge fandom like some of Sandler’s earlier efforts.
Best: 50 First Dates (2004) - 6.8
Sandler and Barrymore are back again as love interests, but under vastly different circumstances than the love triangle that comprised The Wedding Singer. This time, the biggest obstacle in their relationship is themselves. specifically - Lucy’s (Barrymore) peculiar case of amnesia, which makes her unable to form new memories.
This romantic comedy is rife with amusing moments, as you’d expect from this Memento-esque premise and the wackiness that ensues from Henry (Sandler) trying to get Lucy to remember him. It’s tough to provide a unique, memorable spin on the rom-com, but 50 First Dates manages to pull it off.
Worst: The Ridiculous 6 (2015) - 4.8
The idea of a “Western-Comedy” isn’t one that’s often been explored, and given recent efforts like A Million Ways to Die in the West and Happy Madison’s The Ridiculous 6, it’s probably best kept that way. The film stars a band of 6 half-brothers of different heritages, as they embark on a journey to find their deadbeat father.
The Wild West motif isn’t the only distinct territory this film ventures into. It also earns the distinction of being one of a select few to receive a 0% approval rating on Rotten Tomatoes. It’s not too surprising, given the goofy one-liners and slapstick, simple premise, and questionable racial caricatures.
Best: Happy Gilmore (1996) - 7.0
The idea of a short-fused “never-was” hockey player trying his hand at golf is a premise ripe for comedic potential, and Happy Gilmore pulls off a hole in one in this regard.
This hilarious ‘96 film can be described as an “overcoming adversity” sports comedy that features Sandler at his silly and enraged best. Christopher McDonald memorably plays the smug, underhanded Shooter McGavin while Carl Weathers is a perfect fit for the wise golfing mentor, Chubbs, who takes Gilmore under his wing. You’ve also got some fun cameos to add even more character throughout, including a particularly amusing appearance by former The Price is Right host, Bob Barker.
Worst: Jack And Jill (2011) - 3.3
Alarm bells were essentially going off for fans even after the trailer to this goofy 2011 comedy was shown - and was quickly pummeled with thousands of dislikes. Fans and critics alike largely perceived this as a lazy, desperate attempt at humor that seemed to resemble a caricature spoof of comedic films rather than a comedy in and of itself.
The film plays out like one long SNL sketch, and stars Adam Sandler comprising 2 roles - an advertizer by the name of Jack, and his eccentric and abrasive sister, Jill. Wacky slapstick gags, random celebrity cameos, and an abundance of product placement permeate this popcorn comedy film.
Best: Punch-Drunk Love (2002) - 7.3
Punch-Drunk Love, directed by Paul Thomas Anderson of Magnolia and Boogie Nights fame, is unique in a number of ways. For one, it showcases Adam Sandler in a more serious role as part of a more avant-garde film, which he manages to pull off convincingly.
In typical Anderson form, this movie also takes a more obscure and risque approach to its storytelling, cinematography, and its general pacing. It features a slew of off-kilter characters and dramatic happenings, following the events of the mentally troubled Barry Egan. We get a close look at his frantic life and mental state, as this novelty supplier seeks to pursue a relationship with an English woman amidst chaos and instability.
The depth of this film’s cast, coupled with a unique, gripping narrative, captivated viewers in 2002. It certainly surprised Sandler fans used to seeing him chasing imaginary penguins or beating up Bob Barker in his films.
Worst: Going Overboard (1989) - 1.8
Fans and critics alike couldn’t find many redeeming qualities about this film debut for Sandler, which isn’t surprising given its simple concept involving a cruise ship waiter-turned-comedian. There’s a certain sense of irony about an unfunny film revolving around an amateur comedian trying to make it.
Given that this ‘89 film showcases a young Sandler who was still 2 years removed from joining SNL, one can forgive the juvenile gags and overall tepid effort to a degree. Yet, even for diehard fans, the obscure Going Overboard tends to get cast ashore in favor of his more memorable work which followed.
