After signing to the Pittsburgh-based independent label Rostrum Records as a teenager, Khalifa released his first mixtape Prince of the City: Welcome to Pistolvania, and his first studio album, Show and Prove (2006).

[1] Following the release of Show and Prove, Warner Bros. Records signed Khalifa in 2007 as part of a joint deal with Rostrum.

[1] In April 2010, Khalifa released his eighth mixtape, Kush & Orange Juice, which garnered widespread attention after topping Google's Hot Search Trends list.

[2][3][4] The song has since received sextuple platinum certification by the Recording Industry Association of America (RIAA) for selling 6,000,000 units.

[2] Khalifa, a compilation album composed of songs from 2009 onwards, was released on February 5, 2016, and spawned a moderate hit single "Bake Sale" (featuring Travis Scott).