The Questions Hip-Hop

By The Questions Hip-Hop

Sean Kantrowitz connects with hip hop's biggest fans – rappers, DJs, producers, writers, comedians, actors, and everything in between – to test their rap trivia skills, discuss their careers, dissect ... more

4.8

5858 ratings

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FAQs about The Questions Hip-Hop:

How many episodes does The Questions Hip-Hop have?

The podcast currently has 178 episodes available.

The Questions Hip-Hop episodes:

August 12, 2026 DRAM
Patreon.com/thequestionshiphop⁠⁠⁠
⁠⁠⁠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: [email protected]
⁠⁠⁠questionshiphop.com
...more
45min
August 05, 2026Ras Kass
Patreon.com/thequestionshiphop⁠⁠
⁠⁠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: [email protected]
⁠⁠questionshiphop.com
...more
1h 2min
July 29, 2026Defari (Can't Knock the Shuffle CLASSIC)
Patreon.com/thequestionshiphop⁠
⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠
Original broadcast: March 3, 2023
Defari hops in the shuffle seat for this episode of Can't Knock the Shuffle. The Likwit Crew emcee shares the stories behind seven randomly selected songs from his decades-spanning catalog:
"2 Places at the Same Time" (Likwit Junkies 2, 2020)

"Steeple Chase" (Rare Poise, 2017)

"People Trip" (Street Music, 2006)

"SCANS" (The LJs, 2005)

Dilated Peoples "Closed Session" (Neighborhood Watch, 2004)

Montage One "Def B4 Dishonor" (MontageOne.COM 10.6.2 OGX, 2010)

"Bionic" (1998)

The Questions: ⁠@thequestionshiphop⁠ (IG)
Sean: ⁠@seandammit⁠ (IG)
Defari: ⁠@mr_defari⁠ (IG)
Email: [email protected]
⁠questionshiphop.com
...more
1h 19min
July 22, 2026 Slug (of Atmosphere) (Questions Classic)
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Original Broadcast: June 13, 2022

Sean "Slug" Daley of independent hip-hop pioneers Atmosphere puts his hip-hop trivia skills to the test and shares stories from his career. We also talk about Del the Funky Homosapien, Black Star, Kendrick Lamar, Cypress Hill, crate-digging, touring, and much more.

atmospheresucks.com
The Questions: ⁠⁠@thequestionshiphop⁠⁠ (IG)
Sean: ⁠⁠@seandammit⁠⁠ (IG)
...more
1h 9min
July 13, 2026 Mailbag 2: Electric Mail-A-Roo
⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠
⁠Patreon.com/thequestionshiphop⁠
Sean answers questions (ha) in this mailbag episode.
The Questions: ⁠@thequestionshiphop⁠ (IG)
Sean: ⁠@seandammit⁠ (IG)
...more
34min
July 06, 2026 Making Illmatic: Noreaga 'N.O.R.E.' w/ Shinobi Stalin (Questions Classic)
Original Broadcast: January 16, 2023
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Patreon.com/thequestionshiphop
Emcee/producer Shinobi Stalin joins Sean and MidaZ to examine Noreaga's 1998 debut 'N.O.R.E.' and find out if the album is improved or diminished by trimming to 10 songs.
The Questions: @thequestionshiphop (IG)
Sean: @seandammit (IG)
MidaZ: @midazthebeast (IG)
Shinobi Stalin: @shinobistalin (IG)
Email: [email protected]
questionshiphop.com
...more
1h 38min
June 29, 2026 Making Illmatic - Outkast 'ATLiens' w/ IMAKEMADBEATS
⁠Patreon.com/thequestionshiphop⁠
⁠questionshiphop.com⁠
⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠
We're back with another 'Making Illmatic' episode – a thought experiment in which we attempt to condense an album down to 10 songs. Sean and MidaZ are joined once again by IMAKEMADBEATS to attempt to put Outkast's second album 'ATLiens' under the microscope.
The Questions Hip-Hop: ⁠Instagram⁠
Sean Kantrowitz: ⁠Instagram⁠
MidaZ the BEAST: ⁠Instagram⁠
IMAKEMADBEATS: ⁠Instagram⁠
...more
2h 20min
June 22, 2026 Making Illmatic - Jaylib 'Champion Sound' w/ Supastition (Questions Classic)
Original broadcast: June 10, 2024
Patreon.com/thequestionshiphop
questionshiphop.com
ORDER THE QUESTIONS HIP-HOP TRIVIA GAME
Sean and MidaZ the BEAST bring back the Making Illmatic format – a thought experiment in which they attempt to condense an album down to 10 songs – and this time the record going under the microscope is Jaylib's 'Champion Sound,' the collaborative project between J Dilla and Madlib. They're joined by returning MI guest Supastition, who also talks about his latest project, 'All That Was Left Unsaid.'
The Questions Hip-Hop: Instagram
Sean Kantrowitz: Instagram
MidaZ the BEAST: Instagram
Supastition: Instagram | Bandcamp
...more
1h 2min
June 08, 2026 Slum Village (Can't Knock the Shuffle) (Questions Classic)
Original broadcast: May 20, 2024
Patreon.com/thequestionshiphop
questionshiphop.com
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Slum Village (T3 and Young RJ) share the stories behind seven randomly selected songs from the SV catalog. The duo reflect on the group's evolution over the course of nearly three decades, from their early days with J Dilla to their most recent project, 2024's 'F.UN.' Songs explored in this episode:
"To the Disco" ('F.U.N.', 2024)
"Hear This" (feat Black Milk and Phat Kat) ('Slum Village,' 2005)
"All Live" ('F.U.N.,' 2024)
"Beej-N-Dem" ('Fantastic Vol. 1,' 1997)
"We'll Show You" feat AB ('Villa Manifesto,' 2010)
"Unisex" ('Trinity,' 2002)
"Untitled/Fantastic" ('Fantastic Vol. 2', 2000)

Slum Village
https://www.instagram.com/officialslumvillage
The Questions Hip-Hop: Instagram |
Sean Kantrowitz: Instagram |
...more
49min
June 01, 2026 'Making Illmatic': Wu-Tang Clan 'Wu-Tang Forever' w/ IMAKEMADBEATS (Questions Classic)
Originally broadcast: May 30, 2022
Another installment of The Questions' 'Making Illmatic' series, in which Sean Kantrowitz and MidaZ the BEAST attempt to improve an album by trimming it down to 10 tracks. They're joined by founder of Memphis collective Unapologetic./producer IMAKEMADBEATS to take on the herculean task of trimming down Wu-Tang Clan's 1997 double-album 'Wu-Tang Forever.'

The Questions: @thequestionshiphop (IG)
Sean: @seandammit (IG)
MidaZ: @midazthebeast (IG)
IMAKEMADBEATS: @IMAKEMADBEATS (IG)

questionshiphop.com

https://www.weareunapologetic.com/
...more
2h 2min

FAQs about The Questions Hip-Hop:

How many episodes does The Questions Hip-Hop have?

The podcast currently has 178 episodes available.

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