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Kid Cudi was a prominent songwriter and featured artist on 808s & Heartbreak, with "Paranoid" and "Heartless" being released as singles, while "Welcome to Heartbreak" charted as an album cut and peaked at number 87 on the Pop 100.Kid Cudi's first television appearance was at the 2008 MTV Video Music Awards, alongside Travis Barker and DJ AM.

In 2010, Cudi ventured into acting when he began starring in the HBO series How to Make It in America.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.He was featured on the cover alongside fellow up-and-coming rappers Asher Roth, Wale, B.o.B, Charles Hamilton, Cory Gunz, Blu, Mickey Factz, Ace Hood and Curren$y.

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