Most Similar Movies to Waiting for Guffman (1996)
If you are looking for movies like Waiting for Guffman (1996), you might like movies tagged with keyword : comedy, mockumentary, musical, small town life, over-the-top acting, satire, improvisation, broadway, dreams, absurdity, cultural differences, humor, awkwardness, artistic pursuit, song and dance, dramatic, eccentric characters, performing arts, independent film, underdogs .
Best in Show (2000), Eternity: The Movie (2014), Dill Scallion (1999), True Stories (1986), A Funny Thing Happened on the Way to the Forum (1966), The Ladies' Man (1961), For Your Consideration (2006) ... Let's take a look at the following list...

Best in Show (2000)
A colorful array of characters compete at a national dog show.
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Eternity: The Movie (2014)
Todd Lucas is a naive songwriter from the Midwest. BJ Fairchild is a brash saxophonist from The Valley. Alone, they are pathetic losers. Together, they form the most mediocre R&B duo of the 1980s - Eternity.
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Dill Scallion (1999)
The rise and fall of a school bus driver turned country music singer. Roger Ebert calls this film festival favorite "A country music Spinal Tap." Written and directed by Jordan Brady
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True Stories (1986)
A small but growing Texas town, filled with strange and musical characters, celebrates its sesquicentennial and converge on a local parade and talent show.
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A Funny Thing Happened on the Way to the Forum (1966)
A wily Roman slave schemes to earn his freedom by romantically uniting his master with a courtesan. But matters get complicated and he ends up dragging in his neighbors around him, leading to chaos.
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The Ladies' Man (1961)
After Herbert (Jerry Lewis) loses his lover, he gives up women for good. To get over them, he takes a maintenance position at boarding house, but to his surprise, the building caters specifically to single ladies.
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For Your Consideration (2006)
Three actors learn that their respective performances in the film "Home for Purim," a drama set in the mid-1940s American South, are generating award-season buzz.
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Pootie Tang (2001)
"The Man" is baffled by a chill hero's invincible weapon: gibberish.
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3 Idiots (2009)
Two friends are searching for their long lost companion. They revisit their college days and recall the memories of their friend who inspired them to think differently, even as the rest of the world called them "idiots".
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Festival (2005)
Following a number of performers and judges who converge at the annual Edinburgh Fringe Festival. Several tales are interwoven as the judge of a comedy award drives his personal assistant to distraction (and the bottle), a would-be comedienne tries to get her big break, and an actress mounts her earnest and challenging one-woman play.
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Duck Soup (1933)
Rufus T. Firefly is named president/dictator of bankrupt Freedonia and declares war on neighboring Sylvania over the love of wealthy Mrs. Teasdale.
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Delirious (1991)
The head writer (John Candy) of a soap opera dreams he's a character in it, romancing two women (Mariel Hemingway, Emma Samms) in the plot.
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And Punching the Clown (2016)
Asked by a producer (J.K. Simmons) to star in a reality TV show, comic Henry Phillips must decide whether his ultimate legacy will be telling jokes or becoming the butt of one.
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The Producers (1967)
Producers Max Bialystock and Leo Bloom make money by producing a sure-fire flop.
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A Day at the Races (1937)
A veterinarian posing as a doctor and a race-horse owner and his friends struggle to help keep a sanitarium open with the help of a misfit race-horse.
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Broadway Danny Rose (1984)
In his attempts to reconcile a lounge singer with his mistress, a hapless talent agent is mistaken as her lover by a jealous gangster.
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The Marc Pease Experience (2009)
Former high school musical star, Marc Pease, finds himself still living in the past, eight years after graduating.
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Anchorman: The Legend of Ron Burgundy (2004)
Ron Burgundy is San Diego's top-rated newsman in the male-dominated broadcasting of the 1970s, but that's all about to change for Ron and his cronies when an ambitious woman is hired as a new anchor.
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