Too $hort on Touring With Eazy-E & N.W.A, Biggie Collabs & Hip-Hop’s Business Side

Legendary rapper Too $hort shares raw stories and insights from his decades-long career in hip hop. From early tour memories with Eazy-E and N.W.A to bringing Kid Rock on tour with Ice Cube, Too $hort reflects on the wild experiences that shaped the culture and the industry. He also opens up about working on the classic track “The World Is Filled” with The Notorious B.I.G., explaining how collaborations like that came together during hip hop’s golden era. Throughout the conversations, Too $hort emphasizes the importance of understanding the business side of music, explaining how success became a wake-up call that pushed him to treat rap as both an art form and a hustle. Beyond nostalgia, he discusses how hip hop has evolved over the years, why artists need to focus on ownership and financial knowledge, and how making music has always been tied to making money. Too $hort also talks about sharing game with younger artists and what the future holds for him outside of music.