Chris Hayes is on tour with his podcast "Why Is This Happening?" for a series of live shows. In Chicago, he celebrated 50 years of hip-hop at the House of Blues. He was joined by scholar Imani Perry, rapper Vic Mensa, and "Into America" host Trymaine Lee. Trymaine talked about why this music has meant so much to him throughout his life, why it matters for Black America - and all Americans, and what new tidbits he learned while making our "Street Disciples" series earlier this year. Plus, a quick update on "Into America." For a transcript of the episode and to hear more "Into America" or "Why Is This Happening?" please visit msnbc.com/podcasts.