Podcast

The Questions Hip-Hop

Music, Music Commentary, Music Interviews

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.

Music Interviews chart
#115
Episodes
186
Releases
Weekly
Typical length
1 hr 1 min
On air since
2022
Latest episode
6 days ago

Episodes

186 episodes, newest first

  1. Q-Unique and Rhettmatic

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠⁠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

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠questionshiphop.com

    1 hr 5 min
  2. The Answers: GoodWaves Festival Recap

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠⁠New The Questions Hip-Hop T-Shirt Drop⁠⁠⁠⁠⁠⁠

    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

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠questionshiphop.com

    39 min
  3. Propaganda

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠⁠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

    ⁠⁠⁠⁠⁠⁠⁠⁠⁠questionshiphop.com

    1 hr 10 min
  4. Wildchild

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠⁠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

    ⁠⁠⁠⁠⁠⁠⁠⁠questionshiphop.com

    1 hr 1 min
  5. Danny Hastings

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠

    ⁠⁠⁠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

    ⁠⁠⁠⁠⁠⁠⁠questionshiphop.com

    1 hr 1 min
  6. DJ Muggs

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠

    ⁠⁠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

    ⁠⁠⁠⁠⁠⁠questionshiphop.com

    42 min
  7. Open Mike Eagle & Kenny Segal

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠

    ⁠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

    ⁠⁠⁠⁠⁠questionshiphop.com

    54 min
  8. Talking Delicious Vinyl with 'Bust A Move' Author Peter Relic

    Show notes

    Patreon.com/thequestionshiphop⁠⁠⁠⁠

    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

    ⁠⁠⁠⁠questionshiphop.com

    47 min
  9. DRAM

    Show notes

    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: sean@questionshiphop.com

    ⁠⁠⁠questionshiphop.com

    44 min
  10. Ras Kass

    Show notes

    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: sean@questionshiphop.com

    ⁠⁠questionshiphop.com

    1 hr 2 min
  11. Defari (Can't Knock the Shuffle CLASSIC)

    Show notes

    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

    1 hr 18 min
  12. Slug (of Atmosphere)

    Show notes

    Join our PATREON

    ⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠

    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.

    https://www.atmospheresucks.com

    The Questions: ⁠⁠@thequestionshiphop⁠⁠ (IG)

    Sean: ⁠⁠@seandammit⁠⁠ (IG)

    1 hr 8 min
  13. Mailbag 2: Electric Mail-A-Roo

    Show notes

    ⁠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)

    34 min
  14. Making Illmatic: Noreaga 'N.O.R.E.' w/ Shinobi Stalin

    Show notes

    Original Broadcast: January 16, 2023

    ORDER THE QUESTIONS HIP-HOP TRIVIA GAME

    https://www.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

    https://www.questionshiphop.com/

    1 hr 38 min
  15. Making Illmatic - Outkast 'ATLiens' w/ IMAKEMADBEATS

    Show notes

    ⁠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

    2 hr 20 min
  16. Making Illmatic - Jaylib 'Champion Sound' w/ Supastition

    Show notes

    Original broadcast: June 10, 2024

    https://www.patreon.com/thequestionshiphop

    https://www.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

    1 hr 1 min
  17. Slum Village (Can't Knock the Shuffle)

    Show notes

    Original broadcast: May 20, 2024

    https://www.patreon.com/thequestionshiphop

    https://www.questionshiphop.com/

    ORDER THE QUESTIONS HIP-HOP TRIVIA GAME

    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 |

    48 min
  18. 'Making Illmatic': Wu-Tang Clan 'Wu-Tang Forever' w/ IMAKEMADBEATS (Questions Classic)

    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)

    https://www.questionshiphop.com/

    https://www.weareunapologetic.com/

    2 hr 2 min
  19. Making Illmatic: Sean Price 'Monkey Barz' w/ Top Shelf Premium

    Show notes

    Originally Broadcast: June 19, 2023

    https://www.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

    https://www.questionshiphop.com/

    1 hr 32 min
  20. Making Illmatic: Jay-Z 'The Blueprint 2' w/ Sha Stimuli

    Show notes

    https://www.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)

    https://www.questionshiphop.com/

    1 hr 38 min