Grammy Winners Episodes

Questlove and JoJo are NOT close friends. They aren’t—or at least, that’s how they approached this conversation: two pals from different genres and generations who have bonded in recent years, sitting down to see what else they might have in common. For The Questlove Show, the two get into JoJo’s evolution from teen prodigy to Grammy-winning, multi-platinum artist—songwriting camps, vocal discipline, Broadway chops, creative blocks, and what it means to define success on your own terms. JoJo also gets real about periods of feeling low, her family, and why she’s no longer interested in trauma-dumping in the studio—but still wants the music to hit you hard. And, because this is QLS, we go everywhere: Boston accents, mermaid dreams, theater nerd deep dives, the standards for singing in the age of AI, and the story behind her viral flip of “Marvin’s Room” by Drake. This is a conversation about craft, resilience, growing up in public, and choosing joy without losing the soul.

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.

Earth, Wind & Fire's Ralph Johnson sits down with Questlove for a wide-ranging conversation about the music, moments, and mindset that shaped one of the greatest bands of all time. From spinning Benny Goodman records as a kid and witnessing a transformative James Brown concert in 1966 to navigating Los Angeles during The Watts Riots, Ralph reflects on the experiences that set him on the path to becoming Earth, Wind & Fire's legendary drummer. He also shares stories from the band's early hustle—playing legendary clubs, piling into station wagons, and chasing every opportunity—through their breakthrough audition for Clive Davis and the evolution into a groundbreaking live act known for its unforgettable blend of music, magic, choreography, and spectacle. Along the way, Ralph discusses the artists who inspired him, his work producing noteworthy tracks outside of Earth, Wind & Fire, and Maurice White's vision, spirituality, and enduring influence on the band's sound and philosophy. He …

Christopher Cross joins Questlove in Hollywood for a deep musician-to-musician conversation about songwriting, studio craftsmanship, and surviving meteoric success. Cross reveals the true origin of Arthur's Theme (Best That You Can Do) and the outlaw mythology behind Ride Like The Wind, while recalling experiences like seeing Jimi Hendrix live, opening for Led Zeppelin, and singing background vocals with Carl Wilson. He breaks down the making of his classic debut album, his obsession with Steely Dan–level precision, and why his later records still matter deeply to him and his core fans. Along the way, Cross shares rare stories about Brian Wilson, Joni Mitchell, Michael McDonald, and Jimmy Page — plus an unforgettable Ginger Baker milk-and-ulcers story.

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.

Billy Porter's raw and uncut appearance on Questlove Supreme continues with Part 2. The musician, actor, and performer who just released Black Mona Lisa, Vol. 2: The Cookout Sessions, opens up about his strong political views and therapeutic journey. Billy explains why he became one of the first celebrities to be transparent and vulnerable with his AIDS diagnosis and treatment. The dynamic guest also speaks about his return to the Kinky Boots stage.

Billy Porter joins Questlove Supreme for a spirited two-part interview. In Part 1, Billy recalls his Pittsburgh upbringing around the stage and some of his earliest musical memories. The Emmy, Tony, and Grammy Award-winning artist also explains why he has fought so hard to be respected across mediums and asserts why his new EP, Black Mona Lisa: The Cookout Sessions, commands a new lane for himself — with an exclamation point.

In Part 2 of Questlove's one-on-one interview with Sananda Maitreya, the esteemed guest details his personal and professional transformation. The creator of this year's The Pegasus Project: Pegasus & The Swan highlights some songs from the album, including "Walk On" with Jellybean Johnson. The post-millennium rocker also speaks about making his home in Milan, Italy, an affinity for Jean-Michel Basquiat, and so much more.

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.

George Benson examines his transition from a top Jazz guitarist into a highly respected vocalist. He shares the origin stories behind several 1970s hits like "Breezin" and "On Broadway" plus recalls working with Stevie Wonder, Bobby Womack, and Al Jarreau. George also discusses his newest release, a lost album with arranger Robert Farnon.

Questlove Supreme's Black Music Month programming continues with a special interview with James Poyser. In Part 1, the incredible musician, producer, and member of The Roots retraces his steps from an English-born child of Jamaican parents to West Philadelphia. He also recalls cutting his teeth in Gospel music before ultimately getting down with DJ Jazzy Jeff's A Touch Of Jazz production team. Along the way, James remembers meeting Ahmir and making a line-skipping series of cameos on The Fresh Prince Of Bel-Air.

Weezer's Rivers Cuomo and Patrick Wilson visit QLS in the studio. Ahead of its 30th anniversary Weezer reflects on its famed debut, the blue album. Patrick and Rivers describe their own upbringings, the earliest days of Weezer, and how The Cars' Ric Ocasek was the perfect producer. This conversation between peers shows some intersectional histories and creates a few laughs too.

Part 2 of Adam Levine's sitdown with Questlove Supreme features some backstories on Maroon 5 hits and his work with Kanye West. In step with Maroon 5's Las Vegas residency, Adam also speaks about the highs and lows of performing. Past QLS guest PJ Morton makes a surprise return as he and Adam discuss some of their most favorite albums across genres.

Adam Levine sits down with Questlove Supreme in the studio for a spirited conversation. In Part 1, he speaks about some of the dynamics within his superstar band, Maroon 5. QLS also takes a turn for the random, as Adam reflects on his musical memories while Questlove and Team Supreme lay out some esoteric music history and debate the truth behind vocal rest. One of Adam's first-ever podcast appearances is interesting, informational, and funny. See omnystudio.com/listener for privacy informati...

SiR joins Questlove Supreme to share a story of tenacity, self-growth, and personal discovery. The Inglewood, California singer details his years in the wing, working with others (including Jill Scott) as an engineer, writer, and producer. However, as SiR asserted his self-worth, he soon became an in-demand artist who eventually found a lasting home at TDE. Get to know an artist whose HEAVY story matches the title of his new album.

In Part 2 of his Questlove Supreme interview, the musician-turned-super-producer Narada Michael Walden examines the 1980s. He recalls making hits with songstresses like Aretha Franklin, Whitney Houston, Angela Bofill, and Stacy Lattisaw. One can feel the passion, experimentation, and wise intensity of a 50-plus-year legend in the game. This interview is special.

Narada Michael Walden has won "Producer Of The Year" at the Grammy Awards. Before he produced monster records for Aretha Franklin, George Michael, Whitney Houston, and others, he was a prolific drummer from Michigan with a dream. In Part 1 of his Questlove Supreme interview, Narada recalls his upbringing and influences. He details his experiences, ranging from seeing Stevie Wonder as a child and years hanging out with P-Funk's Eddie Hazel. Narada also describes his time as a member of the Mahavishnu Orchestra and working with some of the most revered Jazz legends while as a disciple of Sri Chinmoy. This is a rare audience with one of Questlove's greatest inspirations.

Grammy Award-winning singer-songwriter Ledisi spends her new album's release day with Questlove Supreme. Ledisi reveals the challenges she has faced as a self-made DIY artist that works in multiple genres as well as stage and screen. However, after years on the grind, Good Life is a fitting title for the artist's newest project. Ledisi describes this album while recalling a journey of talent and tenacity.

This Questlove Supreme interview defies the typical order of things. Questlove and Team Supreme ask Corinne Bailey Rae about the inspiration, iconography, and real-life events that inspired her refreshing and recent Black Rainbows concept album. Then, the conversation heads backward through the Grammy Award-winning singer-songwriter's discography, dynamic musical journey, and Leeds upbringing.

Brittany Howard sits down with Questlove Supreme to discuss her new album, What Now. Howard also reflects on her upbringing and the formative years of the Alabama Shakes and discusses making a new home in Nashville. The vocalist and guitarist also reflects on the influence of Sister Rosetta Tharpe, Pink Floyd, and David Bowie.

In one of the most requested episodes, Tariq "Black Thought" Trotter sits down with Questlove Supreme. Tariq discusses how he approached penning his new memoir, The Upcycled Self. In the process, Ahmir and Tariq also open up about how they have separated brotherhood and business. Meanwhile, Team Supreme asks one of the greatest MCs all about beats, rhymes, and life.

André 3000 and Questlove meet in Venice, California for a special QLS episode. This discussion veers from the curious — questions about hidden talents, breakfast cereals, and morning routines, to deeper dives into creative callings, conversations with Prince, and those amazing guest verses.

Milli Vanilli co-founder Fab Morvan speaks to Questlove Supreme about his musical journey. Fab opens up about the highs, the lows, the mistakes, and the misinformation surrounding his career — currently covered in a evocative new documentary. He also remembers his late creative partner Rob Pilatus. Fab's passion for music burns bright throughout this personal and reflective conversation.