Boston 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.

Arthur Baker, a pioneer of Dance, Electro, and Hip-Hop, sits down in studio with Questlove for an episode years in the making. The conversation traces key milestones from Arthur’s new memoir, Looking for the Perfect Beat: Remixing and Reshaping Hip-Hop, Rock and Rhythms, as he details his role in “Planet Rock,” the early days of New Edition, and his evolution from a music-obsessed DJ in Boston to one of the most groundbreaking producers and remixers in 1980s New York City. It’s the perfect Questlove Show conversation to close out 2025—and yes, there will be a Part 2 coming soon.

Jonathan Shecter, aka Shecky Green, is the founding Editor-in-Chief of The Source magazine and its co-creator. In part 1 of this special interview, Jonathan recalls his 1980s Philadelphia childhood, Rap dreams, and working at radio staple Power 99. Shecky details The Source's early years and how the magazine began as support for a Harvard University radio show and expanded to "The Bible of Hip-Hop." This episode is packed with history, passion, and insight into the music that is now considered classic material.

Comedian Sam Jay joins QLS in New York City for an elevated discussion about Boston being the white Atlanta, getting onto Saturday Night Live, and her upcoming standup special. This one is a lighthearted hang between friends who love to laugh.