The Questions Hip-Hop

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**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 albums, and talk about how the music changed their lives.

Latest Episodes:

Defari (Can't Knock the Shuffle CLASSIC) Jul 29, 2026

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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: sean@questionshiphop.com

⁠questionshiphop.com

Slug (of Atmosphere) (Questions Classic) Jul 22, 2026

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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)

Mailbag 2: Electric Mail-A-Roo Jul 13, 2026

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⁠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)

Making Illmatic: Noreaga 'N.O.R.E.' w/ Shinobi Stalin (Questions Classic) Jul 06, 2026

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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: sean@questionshiphop.com

questionshiphop.com

Making Illmatic - Outkast 'ATLiens' w/ IMAKEMADBEATS Jun 29, 2026

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⁠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

Making Illmatic - Jaylib 'Champion Sound' w/ Supastition (Questions Classic) Jun 22, 2026

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Original broadcast: June 10, 2024

Patreon.com/thequestionshiphop

questionshiphop.com

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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

Slum Village (Can't Knock the Shuffle) (Questions Classic) Jun 08, 2026

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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 |

'Making Illmatic': Wu-Tang Clan 'Wu-Tang Forever' w/ IMAKEMADBEATS (Questions Classic) Jun 01, 2026

Show notes

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/

Questions Classic- Making Illmatic: Sean Price 'Monkey Barz' w/ Top Shelf Premium May 26, 2026

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Originally Broadcast: June 19, 2023

Patreon.com/thequestionshiphop

Sean and MidaZ are joined by Mark Rosado (Top Shelf Premium) in a Making Illmatic episode about Sen Price's debut solo album 'Monkey Barz.' What 10 songs will the three of them keep?

The Questions: @thequestionshiphop (IG)

Sean: @seandammit (IG)

MidaZ: @midazthebeast (IG)

Top Shelf Premium: @topshelfpremium (IG)

Email: sean@questionshiphop.com

questionshiphop.com

Making Illmatic: Jay-Z 'The Blueprint 2' w/ Sha Stimuli Mar 30, 2026

Show notes

Patreon.com/thequestionshiphop

Revisiting this classic episode from 2023: Sean and MidaZ return with another installment in the Making Illmatic series. This time they're joined by Sha Stimuli to take on the formidable task of trimming Jay-Z's double-album 'The Blueprint 2: The Gift and the Curse' down to just 10 songs.

The Questions: @thequestionshiphop (IG)

Sean: @seandammit (IG)

MidaZ: @midazthebeast (IG)

Sha Stimuli: @shastimuli (IG)

questionshiphop.com

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