In this episode of the SmartLess podcast, comedian Andy Samberg reflects on his comedy career journey, from his early aspirations as a child to his viral success with the Lonely Island comedy troupe's digital shorts on Saturday Night Live (SNL). The group's innovative blend of music, comedy, and celebrity cameos in shorts like "Lazy Sunday," "Dick in a Box," and "Jack Sparrow" captured weekly anticipation among fans.
Samberg also delves into his upbringing in the musically-rich Bay Area, which cultivated his diverse tastes, and his relationship with his wife Joanna Newsom, an acclaimed harpist and songwriter. Their shared passion for music forged an immediate connection between the two.
Sign up for Shortform to access the whole episode summary along with additional materials like counterarguments and context.
From a young age, as revealed in a letter to his eight-year-old self, Andy Samberg aspired to be a comedian, expressing his dream of being on "Saturday Night Live" (SNL).
Samberg and his lifelong friends Akiva Schaffer and Jorma Taccone formed the comedy troupe The Lonely Island. Their homemade videos and joke raps, like "Dear Sister," caught the eye of SNL producers Higgins and Shoemaker, leading to their hire as cast members and writers.
The Lonely Island quickly adapted their established comedic voice to SNL's digital shorts format, pioneering viral hits like "Lazy Sunday," "Dick in a Box," and "I'm on a Boat." Samberg notes the excitement their work generated and the fortuitous timing of YouTube's rise.
Post-SNL, Samberg has seamlessly transitioned into acclaimed acting roles, like "Palm Springs," while continuing to produce with his Lonely Island partners, showcasing his range and staying rooted in their collaborative process.
The Lonely Island built a following through homemade comedy videos before presenting their work to SNL's Shoemaker and Higgins, allowing their smooth transition to creating digital shorts featuring the SNL cast.
Their first digital short, "Lazy Sunday," resonated tremendously and went viral, aided by YouTube's emergence. Will Arnett highlights the shift this provoked in SNL's digital content reach.
The group blended music, comedy, and celebrity cameos in iconic shorts like "Dick in a Box" with Justin Timberlake and Samberg's favorite, "Jack Sparrow" with Michael Bolton, generating weekly anticipation among fans.
Raised in the musically-rich Bay Area, Samberg immersed himself in diverse genres like hip-hop, funk, and soul from an early age, crate-digging at record stores and appreciating Bob Dylan's artistry.
Samberg fondly recalls attending his wife Joanna Newsom's concerts before they met, immediately connecting over their mutual love for music. He expresses immense pride in her acclaimed harp skills and songwriting.
1-Page Summary
Andy Samberg reflects on his path to becoming a mainstay in the world of comedy, from his early love for the craft to the rapid ascent of his career with The Lonely Island and beyond.
From a young age, Andy Samberg aspired to be a comedian. In a letter written to his eight-year-old self, he expressed this aim, recounting his interest in WWF wrestling and how it related to his enjoyment of a Saturday night show. He reiterates that it was his genuine aspiration to be on "Saturday Night Live."
Andy's early comedy work included creating the sketch comedy pilot "Awesometown" for Fox alongside his lifelong friends Akiva Schaffer and Jorma Taccone. Known collectively as The Lonely Island, the trio began by doing stand-up and shooting their own videos, such as "Dear Sister," which Samberg developed with Taccone and his friend Chester Tam.
The Lonely Island's first big break came when they secured a writing gig for the MTV Movie Awards, returning for a second year by sharing a single writing check. During the first year helmed by Lindsay Lohan, and the second year by Jimmy Fallon, they caught the eye of SNL producers Steve Higgins and Mike Shoemaker. Through their sketches that inserted the host into blockbuster movies, the group exhibited their unique comedic voice.
Upon being discovered by the SNL team, The Lonely Island, with Samberg at the front, were hired as both cast members and writers. With an already established portfolio of joke raps and videos, they quickly adapted to the pace of SNL, leading to their pioneering work on the show's popular digital short format.
Andy Samberg's comedy career journey and path to success
...
The Lonely Island, consisting of Andy Samberg, Akiva Schaffer, and Jorma Taccone, achieved notoriety primarily through their innovative digital shorts on "Saturday Night Live" (SNL), transforming the landscape of sketch comedy and online video sharing.
Before their tenure on SNL, The Lonely Island created homemade comedic videos and joke raps that resonated with viewers and caught the attention of industry insiders. Will Arnett mentions seeing "Awesometown," a pilot produced by Phil Lord and Chris Miller, which exhibited The Lonely Island's humor. Andy Samberg describes their early days of creating content, such as comedy raps for their website thelonelyisland.com, including a nod to the Yin Yang Twins with "Bing Bong Brothers." This work led to their first big break, as Samberg and his group presented their material to SNL's Shoemaker and Higgins, who recognized the trio’s talent and allowed them to use cast members in their videos, simplifying their assimilation into SNL's creative process.
"Lazy Sunday," the group's first SNL digital short featuring Samberg and Chris Parnell, marked a pivotal moment for The Lonely Island, resonating with viewers and becoming a viral sensation. Will Arnett points out the significant shift in the show’s digital content and its reach following "Lazy Sunday." Samberg reflects on the release, acknowledging its tremendous shortcut to success and expressing surprise at the immediate resonance with the audience and the press's interest in their work. The fortuitous timing of YouTube's emergence as a video-sharing platform played a crucial role in the widespread success of "Lazy Sunday," aiding the digital short’s immense popularity, and by extension, the popularity of SNL's digital content as a whole.
The Lonely Island continued their success by blending music, comedy, and celebrity cameos, creating iconic SNails shorts such as "Dick in a Box" and "J ...
The Lonely Island's rise to fame through their digital shorts on SNL
Andy Samberg’s love for music goes beyond his comedic sketches and parodies; it's rooted deeply in his upbringing and personal life, particularly reflected in his relationship with his wife, acclaimed musician Joanna Newsom.
Samberg talks about the rich music culture in the Bay Area where he was raised and the diverse range of genres he loved, including dancehall, reggae, contemporary and old hip hop, old funk, and soul. He credits his passion for hip hop as the gateway that led him to explore the roots of his favorite songs. This passion was fueled further by digging through crates at Amoeba Records several times a week during his teen years. He also had an early affection for Bob Dylan, to the extent of wearing his mom’s purple scarf to emulate the music icon in high school.
Samberg shares that music was always present in his childhood home, an influence passed down from his father, who had a voluminous record collection. He and one of his sisters were particularly obsessed with music—a trait that would later find its way into his comedic endeavors with The Lonely Island, where their music-driven comedy often reflects Andy's broad musical interests.
Sean Hayes brings up Andy’s wife, Joanna, learning that she is a talented harpist and singer. While Andy clarifies that they don't collaborate creatively—he humorously notes his music is "pretend" compared to her "best" quality works—the deep respect and admiration he has for her craft are evident.
Andy fondly recalls attending Joanna's concert along with his friends, further emphasizing his obsession with her music before they even met. The cou ...
Andy's other creative pursuits outside of comedy (e.g. his wife's music career)
...
Download the Shortform Chrome extension for your browser