The Questions Hip-Hop

Mar 10 2025 142 ep. 74 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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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

Marcus J. Moore

Jan 20 2025 52 mins  
Patreon.com/thequestionshiphop questionshiphop.com Buy the Questions Hip-Hop Trivia Game Sean is joined by author and music journalist Marcus J. Moore to discuss the current state of music journalism, the process of writing his latest book 'High and Rising: A Book About De La Soul,' and the controversy that followed its publication late last year. The Questions Hip-Hop: Instagram

Brother Ali & Dee-1

Dec 09 2024 81 mins  
Patreon.com/thequestionshiphop questionshiphop.com Buy the Questions Hip-Hop Trivia Game Brother Ali and Dee-1 join Sean for an in-person interview as the duo travel the United States on the Satisfied Soul Tour. Deep conversation and some real perspective from two artists who have never been afraid to speak truth through their music. The Questions Hip-Hop: Instagram Sean Kantro

DJ Doo Wop (Questions Classic)

Dec 02 2024 58 mins  
Patreon.com/thequestionshiphop questionshiphop.com Buy the Questions Hip-Hop Trivia Game Originally broadcast on September 16, 2020. Classic episode of The Questions Hip-Hop from the IG Live days, featuring DJ and producer Doo Wop. The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram Doo Wop: Instagram

IMAKEMADBEATS

Nov 25 2024 68 mins  
Patreon.com/thequestionshiphop questionshiphop.com Sean sits down with producer, Unapologetic. founder, and close friend IMAKEMADBEATS to talk about his latest album 'WANDS,' the journey of carving out a unique sound in the Memphis hip-hop scene, and the personal obstacles that have shaped the last few years of his life and career. Unapologetic. The Questions Hip-Hop: Instagram