In this episode of Good Looking Out, aspiring New Jersey rapper Angelo Mota gets one chance to impress one of music's most powerful executives, 300 Entertainment co-founder Kevin Liles.

Karen Civil and Kevin also break down what it takes to make it in the music industry, dissect what recent news at Facebook and Instagram means for artists and fans, and offer advice to a former athlete trying to score in a new field.

SIMPLE Mobile presents the first season of Good Looking Out, every Wednesday at 11 a.m. EST on Complex, Complex Social, and Complex Hustle.