Name That Sandler: Role + Year = ? (1)

[A] Going Overboard | Sandler debuted as Schecky, a cruise ship comedian in this low-budget flick shot before SNL, showing his early penchant for silly voices and wild hair.

[B] Shakes the Clown | In this dark clown satire, he has a tiny role as Dink, showcasing his oddball humor alongside Bobcat Goldthwait’s drunken circus of depressed birthday-party performers.

[C] Coneheads | Sandler pops up briefly in the Coneheads adaptation as Carmine, a clerk baffled by the Beldars’ alien antics and adding a subtle SNL Easter egg.

[D] Airheads | As Pip, drummer for a metal trio, he helps seize a radio station hostage in this satire of rock‑star desperation with a killer early‑90s soundtrack.

[B] Mixed Nuts | Louie is a transvestite in this dramedy about a suicide hotline; Sandler steals scenes with a ukulele, cross‑dressing and offbeat songs amid Christmas chaos.

[D] Billy Madison | Playing the heir who must repeat grades 1‑12 to earn his inheritance, Sandler introduced his trademark man-child shtick and penguin hallucinations in this quotable comedy.

[C] Happy Gilmore | Sandler tees off as a hockey player turned golf phenom whose rage‑fueled swing and Chubbs Peterson’s tutelage lead to showdowns with smug Shooter McGavin.

[A] Bulletproof | In this buddy action flick he plays crook Moses opposite Damon Wayans’ undercover cop; their bromance features shootouts, snarky banter and a motel bullet extraction.

[C] The Wedding Singer | As Robbie Hart, an ’80s wedding singer jilted at the altar, he woos waitress Julia in a neon homage to big hair and mixtapes.

[A] The Waterboy | Bobby Boucher starts as a water boy mocked by jocks, then unleashes tackling fury to carry the Mud Dogs to glory and please Mama.

[B] Big Daddy | Lazy law grad Sonny fakes fatherhood to impress his ex, adopting adorable Julian and learning responsibility through pee‑stained newspaper gags and heartfelt courtroom pleas.

[D] Little Nicky | As Satan’s awkward youngest son, Nicky leaves Hell to retrieve his rebellious brothers on Earth, encountering Popeyes chicken jokes, Ozzy Osbourne cameos and demonic headbanging.

[C] Mr. Deeds | Sandler plays Longfellow Deeds, a nice guy inheriting billions; he brings a pizza paddle to Manhattan, buys a frost‑bitten butler socks and charms Winona Ryder.

[A] Punch-Drunk Love | Under Paul Thomas Anderson’s direction, Sandler taps into vulnerability as Barry, an anxious entrepreneur whose quest for pudding miles and romance spirals into harmonium‑fuelled chaos.

[B] Eight Crazy Nights | This animated Hanukkah musical lets Sandler voice temperamental Davey, squeaky Whitey and even a grandma; juvenile humor meets sweet lessons amid snowball fights.

[D] Anger Management | Mild-mannered Dave is wrongly enrolled in Jack Nicholson’s therapy course, leading to anger‑inducing gags including singing ‘I Feel Pretty’ on a bridge and courtroom catfights.

[C] 50 First Dates | Sea-life vet Henry woos Lucy, whose anterograde amnesia resets each day; his creative daily dates, Ula sidekick and Beach Boys soundtrack cement their Hawaiian romance.