The Questions Hip-Hop

Apr 07 2025 147 ep. 73 mins 44
The Questions Hip-Hop Podcast artwork

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. 

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Making Illmatic - Cannibal Ox 'The Cold Vein' w/ Dart Adams

Apr 07 2025 77 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Esteemed hip-hop historian and journalist Dart Adams returns to the Making Illmatic series of The Questions Hip-Hop, joining Sean Kantrowitz and MidaZ the BEAST in examining Cannibal Ox's debut album 'The Cold Vein.' How do you trim this LP down to 10 songs and does doing so help or hurt the album?

Slimkid3 (Can't Knock the Shuffle Classic)

Mar 31 2025 53 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on May 24, 2021. Simply put, Tre Hardson aka Slimkid3 is a legend. Hip hop was forever changed in 1992 when his group the Pharcyde emerged onto the scene with their classic debut album 'Bizarre Ride II The Pharcyde.' The group brought a decidedly animated and imaginative element

Russell Peters (Questions Classic)

Mar 24 2025 53 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on May 25, 2020. Digging in the Questions Classic crates for this throwback episode featuring comedian, DJ, and hip-hop champion Russell Peters. The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram Russell Peters: Instagram

Thank You, Roy Ayers w/ DJ Steve1der

Mar 17 2025 74 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Sean Kantrowitz and DJ Steve1der pay tribute to Roy Ayers, highlighting not just his contributions to music but specifically the ways in which his compositions informed the DNA of so many hip-hop songs through sampling, interpolation, and collaborations. The Questions Hip-Hop: Instagram Sean Kantro

Apathy (Questions Classic)

Mar 10 2025 61 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on February 17, 2021. We revisit the IG Live broadcast featuring Apathy (Demigodz, Army of the Pharoahs). Ap talks about his artistry, his fandom of his favorite emcees, and puts his hip-hop trivia skills to the test. The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram

1995 Draft w/ Trackstar the DJ and Philaflava

Mar 03 2025 124 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop It's the inaugural Draft episode of The Questions Hip-Hop podcast. Sean Kantrowitz, MidaZ the BEAST, Trackstar the DJ (Run the Jewels, Killer Mike), and Jason Gloss (Philaflava) are combing through the year 1995, selecting their picks for Best Album, Best Beat, Best Emcee, Best Verse, Best Guest Feat

Making Illmatic - Redman 'Muddy Waters Too' w/ Zilla Rocca

Feb 17 2025 64 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Uncharted Making Illmatic territory as Sean Kantrowitz and MidaZ the BEAST give the Making Illmatic treatment to Redman's 2024 album 'Muddy Waters Too,' the most recent - and longest! - LP to get the MI treatment yet. They're joined by returning guest Zilla Rocca (Call-Out Culture, Wrecking Crew) to

Bahamadia (Can't Knock the Shuffle Classic)

Feb 10 2025 60 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on November 11, 2020. Revisiting Bahamadia's appearance on Can't Knock the Shuffle, in which she and Sean explore the stories behind these randomly-selected songs from her catalog: "Innovation" ('Kollage', 1996) "Transcend" (King Britt, 'Adventures in Lo-Fi', 2003) "Proceed III

Leslie "Big Lez" Segar (Questions Classic)

Feb 03 2025 46 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on December 9, 2020. Steve1der connects with hip-hop TV host, radio personality, dancer, and choreographer Leslie "Big Lez" Segar to talk to her about the many facets of her career and to put her hip-hop trivia skills to the test! The Questions Hip-Hop: Instagram Sean Kantrowitz

Making Illmatic - Roc Marciano 'Marcberg' w/ Dart Adams

Jan 27 2025 127 mins  
Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop The first 'Making Illmatic' episode of 2025 finds Sean Kantrowitz and MidaZ the BEAST joined by hip-hop pundit/writer Dart Adams to take a deep dive into Roc Marciano's classic debut album 'Marcberg.' The trio must trim the album down to its 10 best tracks – but which ones will make the cut? And do