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- "Weird Al" Yankovic. 419 votes. An unparalleled king of musical comedy, Weird Al Yankovic has spent over four decades creating incredibly clever parodies and amusing original songs that have certainly earned him a spot on this list.
- Monty Python. 268 votes. When it comes to legendary British humor, Monty Python remains one of the most iconic comedy troupes of all time. Responsible for groundbreaking skits and side-splitting tunes, the group has produced many unforgettable numbers such as "Always Look on the Bright Side of Life" and "The Lumberjack Song."
- Bo Burnham. 321 votes. A true prodigy of comedic songwriting, Bo Burnham first gained fame on Youtube as a teenager with his sharp-witted and brutally honest tunes.
- Steve Martin. 248 votes. A veritable renaissance man, Steve Martin's multifaceted brand of comedy includes his unmistakable talent for humorous banjo playing.
This alphabetical list is limited to comedians who share their comedy through music and song. Usually they play an instrument onstage. List. Kip Addotta – vocals, recorder. David "Stringbean" Akeman – banjo. Steve Allen – piano. Woody Allen – clarinet. Morey Amsterdam – cello. Arrogant Worms — guitar. Axis of Awesome – guitar, keyboard, vocals.
- I’m on a Boat’ by The Lonely Island featuring T-Pain. Admittedly, we could double the size of this list with just Lonely Island songs. But with respect to ‘Dick in a Box’ and ‘Jack Sparrow,’ if we're limiting things to just one, we're going with the Grammy-nomintated summer banger.
- Carol Brown (Choir of Ex Girlfriends)’ by Flight of the Conchords. Bret McKenzie and Jemaine Clement snuck a lot of sweetness into their guitar-based digi-bongo acapella-rap-funk-comedy folk repertoire, but this is the duo at their most charmingly self-effacing.
- White & Nerdy’ by “Weird Al” Yankovic. We could put together a whole list of the best Weird Al songs. How can you pick just one amongst hilarious tracks like ‘Fat,’ ‘Eat It,’ ‘Amish Paradise,’ ‘Like a Surgeon,’ ‘Smells Like Nirvana’?. ‘
- Welcome to the Internet’ by Bo Burnham. Bo Burnham’s hit Netflix special Inside is a deep dive into the manic, lonely and wholly universal experiences of isolation during quarantine, but the musical powerhouse's darkest and funniest moment comes with the chaotic ‘Welcome to the ‘internet.’
- Tom Lehrer. A precursor of sorts to Lonely Island, Lehrer’s work exploded song forms. Drawing upon the period’s popular music, he wrote his own satirical versions, adding in sharp commentary about the 1960s.
- Garfunkel and Oates. Kate Micucci and Riki Lindhome are each comedians and actresses in their own right, but together they’re a formidable team. A counterbalance to many of the male musical comedians out there, they provide a female’s point of view on all manner of things from pregnant women (those smug jerks) to figuring out the difference between hand jobs and blowjobs.
- Bo Burnham. At a whopping 24 years old, Burnham has already blazed a serious trail in stand-up. With four comedy albums under his belt, Burnham has the kind of career one expects from a veteran comic.
- Spike Jones. Like other musical comedians in the late 1930s, Jones began as a musician before branching out into comedy. A studio band percussionist, he also performed on radio shows, where he realized that bigger sounds were needed to emphasize or punctuate a moment.
- “Weird Al” Yankovic. Also in: Top 10 Original Weird Al Yankovic Songs. He’s the Godfather of musical satire and the President of Pop Culture Parodies. Originally touted by Dr. Demento, a teenaged Al Yankovic offered his own take on The Knack’s “My Sharona” in 1979, which led to his first record deal.
- The Lonely Island. Also in: Top 10 Comedy Musicians. This absurdist comedy trio from Berkeley, California gained immense popularity after being hired by “Saturday Night Live” in 2005.
- Spinal Tap. The most pretentious of rock stars are unlikely to find any humor in this fictional rock band, and most probably thought the 1984 feature film was actually about them.
- Bo Burnham. Also in: Top 10 Comedy Musicians. Bo really can do it all. Burnham rose to fame in 2006 after his family-unfriendly home videos went viral. He later signed a deal with Comedy Central Records and at seventeen became the youngest person to film a comedy special for the channel.
Top 100 Comedy Songs · Playlist · 35 songs · 1.8K likes.
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Jan 24, 2019 · Bo Burnham. The Syndicate. One of the youngest stand-up comedians ever to make it big, Bo Burnham was performing at festivals and signing record deals when he was barely out of high school—all because he uploaded a few hilarious songs to Youtube. Inspired by legendary comics like George Carlin and Richard Pryor, Burnham performs satirical and ...
