Grammy Episodes

Barry Manilow pulls up to The Questlove Show for a rare, career-spanning conversation that begins with humble reflections on Williamsburg, Brooklyn, and ends with Hall of Fame accolades, classic jingles, and a recent victory over cancer. Ahmir and Barry trace his path from CBS mailroom kid to music director, arranger, and reluctant frontman who never saw himself as a singer. Manilow breaks down the craft of writing immortal ad hooks, the no-glam reality of the legendary Continental Baths, and why he'll only write songs as a job now. Barry, who released his first album in 15 years, What A Time last month, also opens up about imposter syndrome and working with Bette Midler, Dionne Warwick, and Ron Dante. This episode was taped in April 2026, before the passing of Clive Davis, Barry Manilow's longtime collaborator, who is mentioned throughout the conversation. Manilow is on tour now, performing in arenas across the US and continuing his record-setting Las Vegas residency.

In Part 2 of her conversation with Questlove, Samara Joy unpacks why Carmen McRae is such a powerful influence on her singing. The Bronx native talks about recording at Rudy Van Gelder’s famed studio, and why those hallowed jazz halls are a perfect match for her voice. Joy also opens up about her musical family, the months she spent adding lyrics to compositions by Charles Mingus and Sun Ra for her latest Grammy-nominated album, and much more. See omnystudio.com/listener for privacy informati...

In this episode of the Questlove Show, Questlove sits down with rising jazz star and Grammy winner Samara Joy for an intimate, wide-ranging conversation. Samara looks back on her musical roots and the thrill of her first Grammy win, opening up about the influences, challenges, and defining moments that have shaped her path. The two dig into family, creative risk, mentorship, and self-belief, with plenty of warmth, humor, and rapid-fire moments along the way. Part one of this special two-part series offers a revealing look at Samara’s artistry and perspective, and a reminder of music’s power to change lives. Samara is also nominated in two categories this month for her album Portrait.

In a special one-on-one conversation with Questlove, Sananda Maitreya discusses his early days. This conversation includes praise for Stevie Wonder as well as crediting Rod Stewart for his trademark rasp. Sananda speaks about time in Harlem and his ambitions as a boxer. Sananda also talks about performing at the 1988 Grammy Awards, with Michael Jackson, Prince, and Smokey Robinson watching from the front row, revealing some extra detail about that set.

Travel back to 2016 to experience the never-before-heard pilot episode of Questlove Supreme. Ahmir, Phonte, Boss Bill, and Suga Steve interviewed the award-winning producer, musician, and songwriter Bill Sherman. By the end of this loose and funny discussion, "Unpaid Bill" was part of the Team Supreme family—even if he did not know it yet.

Speech from Arrested Development joins Questlove Supreme for a comprehensive interview. The multi-talent discusses his Milwaukee origins and asserts his proper place as an Atlanta Hip Hop pioneer. Speech speaks openly about Arrested Developments' triumphs and tribulations, including sampling Prince, classic songs inspired by painful events, and the challenges of keeping a sprawling collective together. This interview is real, raw, and relatable—just like Speech's music.

DJ Drama meets up with Questlove Supreme in Atlanta to revisit his Philly roots. The Gangsta Grillz creator recalls growing up in Philly, making pivotal Hip-Hop mixtapes as a B-Boy, and taking his talents to Atlanta to pursue a dream and an education. In Part 1, he reveals how that journey led him to Lil Jon, T.I., and Jeezy. This was taped on location in T.I.'s Super Sound Studios.