Skip to content

Movies like Steamin' + Dreamin': The Grandmaster Cash Story (2009)

The best movies like Steamin' + Dreamin': The Grandmaster Cash Story (2009) are The After Party (2018), A Mighty Wind (2003) and Bo Burnham: What. (2013). If Steamin' + Dreamin': The Grandmaster Cash Story hooked you with its comedy and music, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The After Party (2018)

    When an aspiring rapper goes viral for the wrong reasons, he thinks his career is sunk. But a wild party gives him one more chance to make it right.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  2. A Mighty Wind (2003)

    Three eclectic, never-quite-famous folk bands come together for the first time in decades following the death of their manager to put on an reunion concert in his honor, at the request of his son.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  3. Bo Burnham: What. (2013)

    Left brain and right brain duke it out and then belt out a tune in comedian Bo Burnham's quick and clever one-man show. As intelligent as he is lanky, Burnham cynically pokes at pop entertainment while offering unadulterated showmanship of his own.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  4. Fear of a Black Hat (1994)

    Chronicling the controversial career of bad boys N.W.H. (Niggaz With Hats), this uproarious 'mockumentary' lampoons all of hardcore rap's hot-button issues. This underground laugh riot recounts the rise, fall and resurrection of a clueless bunch of would-be rappers, Ice Cold, Tone-Def & Tasty Taste performing as N.W.H.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  5. A Song Is Born (1948)

    The story of seven scholars in search of an expert to teach them about swing music. They seem to have found the perfect candidate in winsome nightclub singer Honey Swanson. But Honey's gangster boyfriend doesn't want to give her up.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  6. Bo Burnham: Make Happy (2016)

    Combining his trademark wit and self-deprecating humor with original music, Bo Burnham offers up his unique twist on life in this stand-up special about life, death, sexuality, hypocrisy, mental illness and Pringles cans.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Absolute CinemaMovies like this
  7. Soul Men (2008)

    Two former backup soul singers, Louis and Floyd, have not spoken to each other in 20 years, and reluctantly agree to travel across the country together to a reunion concert to honor their recently-deceased lead singer. Cleo, a beautiful young woman who is believed to be Floyd's daughter, accompanies them as a new singer.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  8. Adam Sandler: 100% Fresh (2018)

    Adam Sandler takes his comical musical musings back out on the road, from comedy clubs to concert halls to one very unsuspecting subway station.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  9. CB4 (1993)

    A "rockumentary", covering the rise to fame of MC Gusto, Stab Master Arson, and Dead Mike: members of the rap group "CB4". We soon learn that these three are not what they seem and don't appear to know as much about rap music as they claim... but a lack of musical ability in an artist never hurts sales, does it? You've just got to play the part of a rap star...

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  10. Rock 'n' Roll High School (1979)

    A group of rock-music-loving students, with the help of the Ramones, take over their school to combat its newly installed oppressive administration.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  11. Bo Burnham: The Inside Outtakes (2022)

    Exactly one year after the release of the one man show, "Bo Burnham: Inside" (made in one room, by one person, throughout the pandemic,) comes a series of unseen outtakes, deleted scenes, alternative versions of songs, and new songs unused from the special.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Absolute CinemaMovies like this
  12. Back to the Beach (1987)

    A former beach boy and his wife go to California to visit their daughter and become part of the new beach scene.

    Why it matches: Recommended by TMDB viewers · both comedy & music

  13. The Big Store (1941)

    A detective is hired to protect the life of a singer, who has recently inherited a department store, from the store's crooked manager.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  14. A Day at the Races (1937)

    Doctor Hugo Hackenbush, Tony, and Stuffy try and save Judy's sanitarium by winning a big race with a finicky horse owned by Judy's boyfriend Gil. There are a few problems. Hackenbush, who was recently put in charge of the sanitarium, isn't really a doctor, he's a veterinarian.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  15. Bo Burnham: Words, Words, Words (2010)

    Bo Burnham is back with a new one-man show full of his patented songs and wordplay, as well as haikus, dramatic readings, blasphemy, and so much more in his first hour-long special, shot live in his home town of Boston.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Worth the HypeMovies like this
  16. Babes in Arms (1939)

    Mickey Moran, son of two vaudeville veterans, decides to put up his own vaudeville show with his girlfriend Patsy Barton. But child actress Rosalie wants to make a comeback and replace Patsy both professionally and as Mickey's girl.

    Why it matches: Recommended by TMDB viewers · both comedy & music

    Popcorn FlickMovies like this
  17. Cunk on Shakespeare (2016)

    Fresh from her triumphs on Charlie Brooker's Weekly Wipe investigating time, Winston Churchill, and Donald Trump, Philomena Cunk has finally been given her own show - about William Shakespeare. Cunk will leave no stone unturned as she gets to the bottom of the Bard, visiting his birthplace, exploring the Globe, studying priceless artefacts and interviewing literally six different experts.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  18. Chris Rock: Kill the Messenger (2008)

    An HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  19. Larry David: Curb Your Enthusiasm (1999)

    Mock documentary about Seinfeld writer Larry David featuring contributions from his friends and colleagues. Larry makes a return to stand-up comedy and prepares to film a television special for HBO. This is the original special that gave birth to the long-running award-winning HBO series.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  20. Shane Gillis: Beautiful Dogs (2023)

    In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.

    Why it matches: Recommended by TMDB viewers · both comedy

    Worth the HypeMovies like this
  21. Weezer: Security Threat (TBA)

    An upcoming movie about the alternative Rock band Weezer.

    Why it matches: Similar story and style · both music & comedy

  22. The Compleat Al (1985)

    Fact and fiction are mingled in this mockumentary about the career of music parodist “Weird Al” Yankovic. In retelling his life story, the film includes eight "Weird Al" music video classics: "Ricky", "I Love Rocky Road", the award-winning "Eat It", "I Lost on Jeopardy", "This Is the Life", "Like a Surgeon", "One More Minute", and "Dare to Be Stupid"!

    Why it matches: Similar story and style · both comedy & music

  23. Trailer Park Boys (1999)

    After a psychic predicts his death, a small-time hoodlum named Julian hires a cheap documentary film crew to document the last few days of his mis-spent life. This is the film that pioneered the show of the same name.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  24. The IF Thing (2005)

    With 4 weeks and a budget of $5,000, IF Media approached filmmaker Nash Edgerton and Blue-Tongue Films to produce video insert material for the 2005 Lexus Inside Film Awards. Edgerton agreed. But wanted the $5,000 in cash.

    Why it matches: Similar story and style · both comedy

  25. Capes (2005)

    A mockumentary depicting the day to day exploits of Alligator Man and his new sidekick Leaping Lizard.

    Why it matches: Similar story and style · both comedy

  26. One Forty: An Intimate Portrait of the Chnoborov Brothers (2003)

    Mockumentary of the films and process of Russian-Canadians Zep and Zudo Chnoborov.

    Why it matches: Similar story and style · both comedy

  27. L'Instinct de Santini (2025)

    Why it matches: Similar story and style · both comedy

  28. Reno 911!: It's a Wonderful Heist (2022)

    It’s Holiday Season in Reno, and Lieutenant Dangle wishes he’d never been born. With the help of a roller skating “Angel,” he learns how much better the lives of the other deputies would be if he never existed. Will he decide to live on anyway? There’s still Christmas criminals to catch!

    Why it matches: Similar story and style · both comedy

  29. Farce of the Penguins (2006)

    In this spoof of "March of the Penguins," nature footage of penguins near the South Pole gets a soundtrack of human voices. Carl and Jimmy, best friends, walk 70 miles to the mating grounds where the female penguins wait. The huddled masses of females - especially Melissa and Vicki - talk about males, mating, and what might happen this year. Carl, Jimmy, and the other males make the long trek talking about food, fornication and flatulence. Until this year, Carl's sex life has been dismal, but he falls hard for Melissa. She seems to like him. A crisis develops when Jimmy comes upon something soft in the dark. Can friends forgive? Does parenthood await Carl and Melissa?

    Why it matches: Similar story and style · both comedy

  30. Guns on the Clackamas (1995)

    Nigel Nado, the notable documentary filmmaker, is trying to make a movie about some people trying to make a movie. But everything is going wrong. The subject of his documentary, the western 'Guns on the Clackamas' is plagued with problems. The lead actress has a severe stutter. And since she also happens to be the Executive Producer's mistress, there's not much that can be done to remedy the situation. Unsuccessful in turning the movie into a yodeling extravaganza, they decide to fire the actress. This results in having her irate beau pull the plug on the film's financing. The beginning of the end is marked by cast members dropping like flies due to any number of reasons. Bad macaroni salad. Bad chili. Bad caterer. A camera dolly runs over a crew member, severing some key limb or another. Then since no cast member has survived, and the film's producers can't hire replacements, the 'Guns on Clackamas' makers must resort to solutions at once startling and hilarious.

    Why it matches: Similar story and style · both comedy

Like Steamin' + Dreamin': The Grandmaster Cash Story and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like Steamin' + Dreamin': The Grandmaster Cash Story?

The closest matches to Steamin' + Dreamin': The Grandmaster Cash Story are The After Party (2018), A Mighty Wind (2003) and Bo Burnham: What. (2013). Below are 27 more, each with the reason it matches.

What should I watch after Steamin' + Dreamin': The Grandmaster Cash Story?

Start with The After Party (2018), the closest match to Steamin' + Dreamin': The Grandmaster Cash Story.

What is the highest-rated movie like Steamin' + Dreamin': The Grandmaster Cash Story?

Bo Burnham: Make Happy (2016), rated 8.0/10 by 460 TMDB users.

What is the newest movie like Steamin' + Dreamin': The Grandmaster Cash Story?

L'Instinct de Santini (2025) is the most recent release on this list.

Are there English movies like Steamin' + Dreamin': The Grandmaster Cash Story?

Yes: The After Party (2018), A Mighty Wind (2003) and Bo Burnham: What. (2013).

How are movies similar to Steamin' + Dreamin': The Grandmaster Cash Story chosen?

First come films that Trakt’s viewers watch alongside Steamin' + Dreamin': The Grandmaster Cash Story, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

↑ ↓ to move · Enter to open · Full search page