Underground Hip-Hop Episodes

Oscar and Emmy winner Riz Ahmed sits down with Questlove for a personal conversation that spans music, art, identity, and purpose. Bonding over a lifelong love of music (especially Hip-Hop), the two reflect on the moments that have defined their careers. Riz also shares the inspiration behind recent projects, including the new series Bait and his bold interpretation of Hamlet. This episode captures an authentic exchange between two boundary-pushing artists whose stories stretch across the Atlantic.

Questlove sits down with Open Mike Eagle in-studio for a candid mini-conversation about aging in Hip-Hop, grief, and learning to accept flowers without guilt. Ahmir opens up about losing collaborators (and friends), navigating therapy, and trying to define what The Roots should sound like in 2026 without their longtime mentor Richard Nichols. They break down the tension between survival and artistry in Black music, what it means to grow with a group for nearly 40 years, and why so many artists struggle to feel they “deserve” love and acclaim. Open Mike shares his own challenges working in a three-MC crew (Previous Industries) and maintaining friendships intact when the music does not always pay the bills. It’s a rare, vulnerable look at midlife, creativity, and the business of staying human while staying dope.

This mini-episode of The Questlove Show features Ahmir, Open Mike Eagle, and producer Cousin Jake reflecting on Mike’s 2025 long-form QLS conversation. Open Mike Eagle shares that he’s just finished a new album, talks about his listening habits (ranging from British bands to YouTube talk shows) and how being embedded in the industry pushes him away from rap in his leisure time. They dig into live performance philosophy—testing unreleased songs on tour, reading crowd energy without begging for participation, and the Roots’ continuous, no-song-ending show structure. The convo closes with Mike’s existing and upcoming podcasts (“What Had Happened Was,” “Past Due,” and a new, working-titled “The Album That Changed My Life”).

Questlove reconnects with Open Mike Eagle, picking up a conversation that began on a 2025 episode of the show. As Mike reflects on his time with Project Blowed, the two artists-turned-podcast hosts dive into The Good Life Cafe and its influence on the West Coast Underground Hip-Hop scene, as well as touring on the left side of the country. This mini-episode is entertaining and insightful—and leaves plenty more of Mike’s story still to be told.

During the pandemic, Questlove joined Open Mike Eagle for a season of his What Had Happened Was podcast to discuss the Roots' earliest days and first four albums. Years later, the two creatives reunite (and learn how alike they really are) to talk about Mike's career and latest album, Neighborhood Gods Unlimited. The discussion takes a turn, kind of morphing into Mike's podcast, and kind of evolving into an organic discussion on life, art, trauma, and a real-time friendship-building between two like minded creatives with a strong love of nostalgia, pop culture, and diversifying talent,

Questlove Supreme is celebrating 50 years of Hip-Hop with a month of special programming. The celebration begins with Detroit legends Slum Village. In Part 1, T3 and Young RJ discuss the city's unique history and how it shaped the formation of SV. T3 recalls how he, J Dilla, and Baatin dissed one another throughout their acclaimed Fantastic debut and explains how Q-Tip helped the group, then gave them some other attention.

Black Eyed Peas co-founder Taboo sits down with Questlove Supreme to discuss his journey from B-Boy to children's book author. This conversation includes some powerful testimony from Tab as a cancer survivor and his advocacy for Indigenous people. Taboo's passion for Hip-Hop is palpable as he retraces BEP's journey from the LA underground to superstars paying homage to records that made them dance.