10 Iconic Adam Sandler Characters, Ranked By Likeability

Adam Sandler’s ordinary charms have made him one of Hollywood’s most beloved movie stars. But he doesn’t always play adorable goofball that the audience can cheer on. The Sandman often plays characters with severe anger issues or characters who constantly lie to people or immature characters who are stuck in a state of arrested development.

Some of Sandler’s characters, like hopeless romantic Robbie Hart and steadfast benefactor Longfellow Deeds, are more likable than others, like serial manipulator Dr. Danny Maccabee and disgraced quarterback Paul “Wrecking” Crewe.


ten Dr. Danny Maccabee

In the romantic comedy Just go, plastic surgeon Dr Danny Maccabee lies to women so he can have sex without making any commitments. He wears a wedding ring and makes up gory stories about a terrible marriage to make women feel sorry for him and sleep with him.

Danny continues to lie when a woman he really loves finds his fake ring. He recruits his assistant and his children to pretend to be his family. The lengths he will go to deceive women are astounding (and shady).

9 Paul “Wrecking” Crewe

sandler took on the role of Burt Reynolds in the remake of The longest yard. Paul “Wrecking” Crewe is a disgraced former NFL star who thinks the world revolves around him. At the start of the film, after being politely invited to engage in a party, Paul steals his girlfriend’s car, smashes it, and leads the police in pursuit of the wild goose.

The character becomes slightly friendlier behind bars as he assembles a football team made up of his fellow inmates and begins to act selflessly for the good of the team.

8 Billy Madison

The main character in Billy Madison is a spoiled rich child. He’s the heir to a Fortune 500 company that leads a life of ridiculous luxury, yet he’s never worked a day in his life.

Billy didn’t even finish grades 1-12 – the only job people are legally required to do – until he was forced back to school at 27 to prove that was competent enough to run his father’s business.

seven Howard Ratner

Sandler gave one of his finest dramatic performances in the Safdie brothers’ intense crime thriller Uncut Gems. Howard Ratner is a self-destructive gambling addict who can’t help it. Even when he is in front, he doubles.

Howard considers himself an underdog. As he explains to Kevin Garnett, “That’s how I win.” He hunts everyone who cares about him, from his wife to his mistress.

6 Happy Gilmore

The main character in Happy Gilmore is extremely volatile. He acts before he thinks and resorts to violence at short notice. When he thinks his caddy is stealing his clubs, he punches the poor kid in the face.

Still, Happy’s love for his grandmother makes him endearing. He only participates in a golf tournament to prevent the repossession of his grandmother’s house. His altruism makes him sympathetic.

5 Barry Egan

Paul Thomas Anderson gave Sandler his acclaimed first dramatic role in love stuffed with punch. Barry Egan is a loner who craves companionship and affection but doesn’t know how to get it.

He is mentally unstable, due to severe emotional issues, and he is ruthlessly bullied by his overbearing sisters. Barry is more pitiful than sympathetic, but he begins to fight back after finally find love with his sister’s colleague Lena.

4 Jill Sadelstein

Sandler played both titular roles in Jack and Jill. Jack is an advertising executive and Jill is his lonely twin sister. Jill has no friends and her brother only invites her to Thanksgiving.

She is seen as annoying due to her loud mouth, eccentric personality, and dramatic overreactions, but she means well. Jill never intentionally hurts anyone’s feelings; she is kind and caring and always has people’s best interests at heart.

3 Sonny Koufax

In Grandpa, Sandler plays underachieving Sonny Koufax, who takes in his roommate’s estranged son. At first, he just agrees to look after him until a foster family can be found. But he ends up loving the kid as if he were his own son.

Sonny goes to court to fight for the right to become the boy’s legal guardian. It’s one of the best examples of a man-child Sandler character learning from his mistakes and becoming a more mature and responsible person.

2 Robbie Hart

There is a bittersweet irony in the characterization of the eponymous wedding singer in Sandler’s first romantic comedy, The Wedding Singer. Robbie Hart is a hopeless romantic who sings at other people’s weddings but can’t find love in his own life.

His prayers seem to have been answered when he falls in love with a sweet-tempered waitress played by Drew Barrymore. The only problem is that she’s engaged to some jerk womanizer.

1 Longfellow’s Proceedings

Sandler played the title character in Mr. Actsa remake of Frank Capra’s 1936 classic Mr. Deeds goes to townbased on the 1935 short story by Clarence Budington Kelland opera hat.

Longfellow Deeds is easily Sandler’s friendliest character. He cannot help doing good. He never thinks of himself and always thinks of others. Deeds inherits a fortune from a distant relative, but he doesn’t want a penny of it. He treats his servants as equals and lets the homeless use his shower.

NEXT: 5 Adam Sandler Movies For The Whole Family (And 5 Surprisingly Dark)

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