Dave Burd, AKA Chipotle Aïoli, is an outlier in the rap game. After graduating from the University of Richmond with a 3.93 grade point average, Burd moved to San Francisco to do a stint at an ad agency. He realized he had a different calling after trying to integrate a monthly wrap-up report into a rap video.

Reborn as Lil’ Dicky in 2013, the rapper debuted a mixtape that offered a unique style presenting an unrepresented perspective in rap—a mix of comedic raps that commanded respect for lyricism and flow. Lil’ Dicky gained recognition on Reddit and YouTube by amassing more than one million views in 24 hours for his music video “Ex-Boyfriend.” He then proceeded to release a new song or music video once a week for five straight months.

Alongside dropping a much anticipated full-length album, Professional Rapper, on July 31, 2015, Lil’ Dicky graciously hosted a video AMA in Santa Monica, Calif. to answer an evolved round of questions from Redditors. In his second-ever Reddit AMA, Lil’ Dicky addresses the most embarrassing moment of his life, expands on his love and admiration of modern breakfast cereals, and details his experiences working with Snoop.

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