With the aim of diversifying popular music education scholarship, this article explores the phenomenon of hip-hop musical learning as experienced by eight American hip-hop musicians who describe how as well as with whom they learned to create and perform. The study explores issues related to learning processes, social relationships, and the role of individuality in hip-hop culture. Findings explore elements of self-teaching; learning through listening, creating, competing, and collaborating; and relating the individual to the broader hip-hop culture. I discuss the findings in comparison to facets of informal music learning as well as previous hip-hop scholarship and introduce a conceptual model related to the processes and relationships of hip-hop musical learning. Finally, I offer considerations for music teaching and future scholarship.