The Questions Hip-Hop

Latest Episodes:

Q-Unique and Rhettmatic Oct 28, 2026

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⁠⁠⁠⁠⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠⁠⁠⁠⁠

Q-Unique and Rhettmatic join the show to talk about their latest project 'The QR Code,' talk about the ways that their careers have evolved since the early days of the Arsonists and the Beat Junkies, and much more.

The Questions: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Q-Unique ⁠⁠

Rhettmatic

Email: sean@questionshiphop.com

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The Answers: GoodWaves Festival Recap Oct 07, 2026

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My long-overdue recap of attending and participating in the GoodWaves Festival in Chicago this summer. Shout out to Murs and the whole team.

The Questions: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Email: sean@questionshiphop.com

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Propaganda Sep 30, 2026

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⁠⁠⁠⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠⁠⁠⁠

Propaganda shares the benefits and drawbacks to being labeled as "Christian hip-hop," the ways that his background as a schoolteacher shaped his podcast 'Hood Politics,' growing up in predominantly Mexican neighborhoods, AI, and much more.

The Questions: ⁠⁠⁠⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Propaganda: ⁠⁠@prophiphop⁠ (IG)

Email: sean@questionshiphop.com

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Wildchild Sep 23, 2026

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⁠⁠⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠⁠⁠

Wildchild joins the show to talk about his Oxnard origins, the early days of Lootpack, how he landed a solo song on Madvillain's 'Madvillainy,' his relationship with Madlib, his maturation as an artist and a father, and much more.

The Questions: ⁠⁠⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠⁠⁠ (IG)

Wildchild: ⁠@jdawildchild (IG)

Email: sean@questionshiphop.com

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Danny Hastings Sep 16, 2026

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⁠⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠⁠

Renown photographer/filmmaker Danny Hastings joins the show to talk with Sean about the stories behind some of the most iconic album covers in hip-hop – including stories behind the making of the artwork for classics by Wu-Tang, KRS-ONE, Big Pun, Gang Starr, and many more.

The Questions: ⁠⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠⁠ (IG)

Danny Hastings: @dannyhastings (IG)

Email: sean@questionshiphop.com

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DJ Muggs Sep 09, 2026

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⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠

Sean is joined by DJ Muggs – who reveals the stories behind randomly selected songs in his massive discography, including songs by Cypress Hill, GZA, Jay Worthy, his solo projects, and more.

The Questions: ⁠⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠⁠ (IG)

DJ Muggs: @djmuggs_the_black_goat (IG)

Email: sean@questionshiphop.com

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Open Mike Eagle & Kenny Segal Aug 26, 2026

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⁠New The Questions Hip-Hop T-Shirt Drop⁠

Open Mike Eagle returns to the show and he's joined by producer Kenny Segal. The duo just released their first collaborative album 'DOOMED!' Sean and the duo talk relationships, gatekeeping, video games, technology, podcasting, and more.

The Questions: ⁠⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠⁠@seandammit⁠⁠⁠⁠⁠ (IG)

Open Mike Eagle: open_mike_eagle (IG)

Kenny Segal: kennysegal (IG)

Email: sean@questionshiphop.com

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Talking Delicious Vinyl with 'Bust A Move' Author Peter Relic Aug 19, 2026

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New The Questions Hip-Hop T-Shirt Drop

Sean connects with book author Peter Relic, whose 'Bust A Move: Matt Dike, Delicious Vinyl, and the Hip-Hop Hits That First Conquered Pop' offers a fascinating look at one of rap's most important Los Angeles record labels at a pivotal time in hip-hop history.

The Questions: ⁠⁠⁠⁠@thequestionshiphop⁠⁠⁠⁠ (IG)

Sean: ⁠⁠⁠⁠@seandammit⁠⁠⁠⁠ (IG)

Peter Relic: ⁠⁠⁠ @reliconrecord (IG)

Email: sean@questionshiphop.com

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DRAM Aug 12, 2026

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⁠⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠⁠⁠

DRAM joins the show to talk with Sean about the stories behind six randomly-selected songs from his catalog (picked by Sean's FYI.AI agent, Seanvo). They also discuss - in no particular order - favorite Outkast albums, cornbread, a personally-infuriating Mandela effect, Rick Rubin, and more.

The Questions: ⁠⁠⁠@thequestionshiphop⁠⁠⁠ (IG)

Sean: ⁠⁠⁠@seandammit⁠⁠⁠ (IG)

DRAM: ⁠⁠⁠@shelley (IG)

Email: sean@questionshiphop.com

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Ras Kass Aug 05, 2026

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⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠⁠

Ras Kass is celebrating some major milestones this year, from the 30th anniversary of his debut 'Soul on Ice' to the recent release of his latest album 'Leopard Eats Face.' Ras links up with Sean Kantrowitz at the FYI Campus to break down some of the stories behind his most conceptual songs, and how he uses his platform to talk about trauma, honesty, and the state of the world. Hear the stories behind:

"The Evil That Men Do" (Soul on Ice, 1996)
"Interview with a Vampire" (Rasassination, 1998)
"Fun and Games" (Leopard Eats Face, 2026)
"The Long Way" featuring Everlast (Soul on Ice 2, 2019)
"Gods N The Hood" featuring Bishop Lamont, MK Assante, and Talib Kweli (Barmaggedon, 2013)
"Bon Voyage" w/ Apollo Brown (Blasphemy, 2014)

...and much more!

The Questions: ⁠⁠@thequestionshiphop⁠⁠ (IG)

Sean: ⁠⁠@seandammit⁠⁠ (IG)

Ras Kass: ⁠⁠@ras_kass (IG)

Email: sean@questionshiphop.com

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