In 2008, his debut single "Day 'n' Nite", led him to prominence, reaching the top five of the Billboard charts.
I remember working there my first couple of weeks in the same uniform cause I didn’t own anything prior to being hired.
So it was a dream come true to be able to work at the store I dreamed of shopping in one day. If he wasn't there to let me stay with him those first few months, there would be no Kid Cudi.
I'd never met him; this was my father's older brother, the last of my father's siblings, so I wanted to make that connection anyway.
I moved in 2004 with my little demo and maybe $500.
Cudi has since appeared in several feature films, including Goodbye World, Need for Speed and Entourage.
In addition, he has made appearances on television shows such as One Tree Hill, The Cleveland Show and Brooklyn Nine-Nine. His father, Lindberg Styles Mescudi, was a house painter, substitute teacher and World War II Air Force veteran.
The mixtape caught the attention of Kanye West, whose then-manager Plain Pat, had introduced Cudi's music to him, subsequently leading West to sign Cudi to his GOOD Music imprint later that year.
Kanye West first called upon Cudi to reference hooks for American rapper and mogul Jay-Z, and while in the studio Cudi and West went from working on The Blueprint 3 (2009) to West's R&B-esque 808s & Heartbreak (2008).
On February 17, 2009, he appeared on Snoop Dogg's MTV talk show Dogg After Dark, performing "Day 'n' Nite" at the end of the show.
Two days later on February 19, 2009, Cudi appeared on BET's 106 & Park, alongside Kanye West to debut the music video of "Day 'n' Nite". On March 16, 2009, Kid Cudi performed on mtv U's Spring Break special, and the following day he performed three songs on NBC's Last Call with Carson Daly.
Initially a rapper, Cudi has since added singer, songwriter, record producer, guitarist, music video director and film composer to his repertoire.