On this episode of The Questlove Show, Questlove sits down with Colin Kaepernick live on stage at Web Summit in Qatar for a focused (but abbreviated) conversation about discipline, courage, and purpose. Kaepernick walks through his morning training routine, reflects on his childhood and early athletic ambitions, and examines the influences that shaped his evolution into activism. He speaks about the ongoing work of Know Your Rights Camp, including its response to recent events, and shares how his Lumi platform is designed to expand student engagement, literacy, and AI fluency. The conversation captures where his journey stands a decade after he stepped fully into public activism.

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In a bonus clip from James Alexander’s two-part conversation, he recalls witnessing The O'Jays and The Temptations go toe-to-toe musically on stage in Cleveland in December 1967. That showdown—shared amid Alexander’s reflections on Otis Redding’s final days—led into a previously unreleased account of how his band, The Bar-Kays, developed a rivalry with Larry Blackmon's Cameo—a situation rooted in showmanship and cash. Steel sharpens steel...

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James Alexander returns to The Questlove Show for a revealing deep dive into the rebirth and evolution of The Bar-Kays after tragedy, sharing how he rebuilt the group with vocalist Larry Dodson and crafted a louder, more aggressive funk-rock sound that pushed them into a new era. He reflects on becoming a go-to rhythm section for Stax Records and beyond, playing on classics for Rufus Thomas, The Staple Singers, and others, and revisits the making and lasting impact of “Holy Ghost,” their showstopping performance at Wattstax, the wild realities of 1970s touring and stagecraft, and the band’s constant reinvention through the 1980s. The Bar-Kays remain active today, and Alexander’s spirited storytelling makes clear why their legacy endures.

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Former First Lady Michelle Obama teaches Team Supreme about Chicago-style stepping and explains why she won’t ever run for office.

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As Valentine’s weekend arrives, Questlove follows his love-inspired soundtrack with a different kind of selection, one pulled from the side of the crate reserved for heartbreak. He suggests ten songs that sit with loss, loneliness, and love that’s run its course, spanning Jazz and Soul laments from Donald Byrd and Les McCann to more modern reflections by Mayer Hawthorne and Cleo Sol.

Along the way, he shares the stories, anecdotes, and personal reflections that make these records ideal companions for a good cry — and, maybe, a little clarity.

If this year finds you on the hurting or healing end of love, consider this episode your solace.

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In preparation for Valentine’s Day, Questlove digs into his collection to curate ten song suggesions that set the mood for love. From timeless classics by Minnie Riperton and Donny Hathaway to deeper cuts and modern selections from Cody Chesnutt and Meshell Ndegeocello, he shares the records that define romance in all its forms.

If you’re in a season of love, consider this your soundtrack. And stay tuned for a second edition—songs for those on the other end of the spectrum.

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Bar-Kays legend James Alexander joins the Questlove Show for a deeply personal conversation, tracing his journey from a teenage musician playing segregated clubs in Memphis to becoming a cornerstone of Stax Records and a young artist mentored by Otis Redding. James reflects on the spontaneous birth and enduring impact of “Soul Finger,” the hard truths of touring in the 1960s, and the business wisdom Otis shared with him about publishing and ownership. He also speaks with profound honesty about the 1967 plane crash that claimed Redding and most of the Bar-Kays—a tragedy he narrowly escaped—and the long, painful process of grieving, resilience, and ultimately rebuilding the band in its wake.

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Music executive Stephen Hill gives Team Supreme an education in radio and talks about being an MTV tastemaker and what it really means to be a "suit."

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