Most Similar Movies to Jerry Maguire (1996)
If you are looking for movies like Jerry Maguire (1996), you might like movies tagged with keyword : agent, single mother, football player, wife, son, charming, emotional, passionate, los angeles, office, household, stadium, aspirations, romance, disillusionment, parenthood, football, love, transformation, underdog, 1990s .
Leatherheads (2008), Lucas (1986), The Cutting Edge (1992), Working Girl (1988), The Longest Yard (1974), The Damned United (2009), When Harry Met Sally... (1989) ... Let's take a look at the following list...

Leatherheads (2008)
In 1925, an enterprising pro football player convinces America's too-good-to-be-true college football hero to play for his team and keep the league from going under.
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Lucas (1986)
A socially inept fourteen-year-old experiences heartbreak for the first time when his two best friends - Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love - fall for each other.
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The Cutting Edge (1992)
A temperamental figure skater and a former hockey player try to win Olympic gold as a figure skating pairs team.
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Working Girl (1988)
When a secretary's idea is stolen by her boss, she seizes an opportunity to steal it back by pretending she has her boss' job.
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The Longest Yard (1974)
A sadistic warden asks a former pro quarterback, now serving time in his prison, to put together a team of inmates to take on (and get pummeled by) the guards.
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The Damned United (2009)
The story of the controversial Brian Clough's 44-day reign as the coach of the English football club Leeds United.
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When Harry Met Sally... (1989)
Harry and Sally have known each other for years, and are very good friends, but they fear sex would ruin the friendship.
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The Intouchables (2011)
After he becomes a quadriplegic from a paragliding accident, an aristocrat hires a young man from the projects to be his caregiver.
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Waitress (2007)
Jenna is a pregnant, unhappily married waitress in the deep south. She meets a newcomer to her town and falls into an unlikely relationship as a last attempt at happiness.
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Frankie and Johnny (1991)
Johnny has just been released from prison, and gets a job in a café beside waitress Frankie. Frankie is a bit of a loner, but Johnny is determined their romance will blossom.
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Under the Tuscan Sun (2003)
A writer impulsively buys a villa in Tuscany in order to change her life.
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Reality Bites (1994)
A documentary filmmaker and her fellow Gen X graduates face life after college, looking for work and love in Houston.
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In Good Company (2004)
A middle-aged ad exec is faced with a new boss who's nearly half his age... and who also happens to be sleeping with his daughter.
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My Best Friend's Wedding (1997)
When a woman's long-time friend reveals he's engaged, she realizes she loves him herself and sets out to get him, with only days before the wedding.
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Tiny Furniture (2010)
About a recent college grad who returns home while she tries to figure out what to do with her life.
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Baby Boom (1987)
The life of super-yuppie J.C. is thrown into turmoil when she inherits a baby from a distant relative.
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Populaire (2012)
1958. Rose is a terrible secretary but a demon typist. Her handsome boss resolves to turn her into the fastest girl in the world.
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Drive Me Crazy (1999)
Nicole and Chase used to be BFFs, then junior high happened. The high school centennial dance is coming but Nicole gets dumped. So does Chase. They stage a relationship to get at their exes. They visit each other's worlds. Love in the air?
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