The Questions Hip-Hop - podcast cover

The Questions Hip-Hop

The Questions Hip-Hopwww.questionshiphop.com
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.
Last refreshed:
Follow this podcast in the Metacast mobile app to refresh it and see new episodes.
Download Metacast podcast app
Podcasts are better in Metacast mobile app
Don't just listen to podcasts. Learn from them with transcripts, summaries, and chapters for every episode. Skim, search, and bookmark insights. Learn more

Episodes

RPM: Mobb Deep 'The Infamous' feat. Big Twinz, Big Noyd, House Shoes, & More (Live at Beat Junkie Institute of Sound)

Recorded live at the Beat Junkie Institute of Sound, Sean joins the Beat Junkies (DJ Babu, DJ Rhettmatic) for their RPM listening series, this time diving deep into Mobb Deep's classic 'The Infamous' with Rapper Big Noyd, Big Twinz, House Shoes, and Schott Free. ⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠ ⁠http://beatjunkiesound.com/⁠ The Questions Hip-Hop: ⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠ Sean Kantrowitz: ⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠ Beat Junkie Ins...

Aug 25, 20251 hr 8 min

Making Illmatic - Clipse 'Lord Willin' w/ Kap Kallous

Making Illmatic returns from a hiatus to The Questions Hip-Hop, as Sean Kantrowitz and MidaZ the BEAST are joined by emcee/artist Kap Kallous to explore Clipse's debut album 'Lord Willin' and attempt to trim the album down to its 10 best songs. How do you trim this LP down to 10 songs and does doing so help or hurt the album? 8:16 - 'Lord Willin' Background 20:55 - Album Ratings 28:33 - Intro 33:26 - Young Boy 40:23 - Virginia 48:51 - Grindin' 59:18 - Hot Damn feat Ab-Liva and Rosco P. Coldchain...

Aug 11, 20251 hr 56 min

RPM: Blu + Exile on 'Below the Heavens' (Live at Beat Junkie Institute of Sound)

Recorded live at the Beat Junkie Institute of Sound, Sean joins the Beat Junkies (Mr. Choc, DJ Babu, DJ Rhettmatic) for their RPM listening series, with Blu and Exile sitting in for a conversation and breakdown of their debut album 'Below the Heavens.' ⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠ http://beatjunkiesound.com/ The Questions Hip-Hop: ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ Sean Kantrowitz: ⁠⁠⁠⁠Instagram⁠⁠⁠ Beat Junkie Institute of Sound: Insta...

Aug 04, 20251 hr

Shawn (Setaro) + Sean (Kantrowitz) on Sean ("Diddy" Combs)

Sean Kantrowitz connects with journalist/author/hip-hop podcast OG Shawn Setaro to talk about the ins and outs of covering the Sean "Diddy" Combs trial for Complex. Patreon.com/thequestionshiphop⁠⁠⁠⁠ ⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠ ⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠ The Questions Hip-Hop: ⁠⁠⁠Instagram⁠⁠⁠ Sean Kantrowitz: ⁠⁠⁠Instagram⁠⁠ Shawn Setaro: Instagram...

Jul 28, 202558 min

Esthero (Can't Knock the Shuffle Classic)

Originally broadcast on May 10 and May 17, 2021 Can't Knock the Shuffle features Sean Kantrowitz exploring the discography of an artist, and leaving it to an algorithm to choose which randomly-selected songs to ask the artist about. This classic episode features singer/songwriter and artist Esthero. Songs: "O.G. Bitch" (2003) "Junglebook" feat Andre 3000...kind of ('Wikked Lil Girls,' 2005) "Everything is Expensive" ('Everything is Expensive', 2012) "Streetlights" (Kanye West, '808s and Heartbre...

Jul 21, 20251 hr 38 min

Zilla Rocca (Questions Classic)

Originally broadcast on August 26, 2021. Zilla Rocca (Call Out Culture podcast, Wrecking Crew) hops in the hot seat to talk all things hip-hop/music and puts his trivia skills to the ultimate test. ⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠ ⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠ ⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠ The Questions Hip-Hop: ⁠⁠⁠⁠Instagram⁠⁠⁠⁠ Sean Kantrowitz: ⁠⁠⁠⁠Instagram⁠⁠ Zilla Rocca: Instagram...

Jul 07, 202539 min

Independent as F***: Ben Pedroche (Grown Up Rap)

Sean Kantrowitz speaks with London-based author Ben Pedroche, whose book 'Independent as F***: Underground Hip-Hop from 1995-2005' offers a comprehensive overview of the albums, artists, 12" records, and labels that shaped the genre in its arguably most-potent decade. Patreon.com/thequestionshiphop⁠⁠⁠ ⁠⁠⁠questionshiphop.com⁠⁠⁠ ⁠⁠⁠youtube.com/thequestionshiphop⁠⁠ The Questions Hip-Hop: ⁠⁠Instagram⁠⁠ Sean Kantrowitz: ⁠⁠Instagram⁠ Ben (Grown Up Rap): Instagram...

Jul 02, 202536 min

2005 Draft w/ Justin Hunte and The Last MJ

The second Draft episode of The Questions Hip-Hop podcast takes an in-depth deep dive into the year 2005. Sean Kantrowitz, MidaZ the BEAST, Justin Hunte (The Company Man) and The Last MJ (Don't Quote Me podcast) comb through the year 2005, selecting their picks for Best Mainstream Album, Best Independent Album, Best Beat, Best Emcee, Best Verse, Best Guest Feature/Verse, Best Producer, Best Album Cover, and Best Video. Buckle up and get ready for some hot takes, debates, and a thoughtful look ba...

Jun 16, 20252 hr 34 min

El Da Sensei (Can't Knock the Shuffle Classic)

Originally broadcast on June 7, 2021. Can't Knock the Shuffle features Sean Kantrowitz exploring the discography of an artist, and leaving it to an algorithm to choose which randomly-selected songs to ask the artist about. This classic episode features El Da Sensei, the Newark rapper and members of Artifacts whose career spans several decades, groups, and solo projects. Songs: "Speakin'" ('Relax, Relate, Release', 2003) "Live Noise" feat. Akrobatik (w/ The Returners, 'GT2: Nu World', 2010) "Wron...

Jun 09, 20251 hr 11 min

Gifted Gab (Questions Classic)

Originally broadcast on January 13, 2021. Sean is joined by Seattle's self-proclaimed "Queen of Rap," Gifted Gab for a hilarious and insightful conversation about her career – as well as a game of hip-hop trivia. ⁠Patreon.com/thequestionshiphop⁠⁠⁠ ⁠⁠⁠questionshiphop.com⁠⁠⁠ ⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠ The Questions Hip-Hop: ⁠⁠⁠Instagram⁠⁠⁠ Sean Kantrowitz: ⁠⁠⁠Instagram⁠ Gifted Gab: Instagram...

Jun 02, 202558 min

Making Illmatic - Nas 'It Was Written' w/ Jamil Honesty

Making Illmatic returns to The Questions Hip-Hop, as Sean Kantrowitz and MidaZ the BEAST are joined by emcee/producer Jamil Honesty to deep dive into Nas's 'It Was Written' and attempt to scale the album down to its 10 best songs. How do you trim this LP down to 10 songs and does doing so help or hurt the album? Patreon.com/thequestionshiphop⁠⁠ ⁠⁠questionshiphop.com⁠⁠ ⁠⁠youtube.com/thequestionshiphop⁠ The Questions Hip-Hop: ⁠ Instagram⁠ Sean Kantrowitz: ⁠ Instagram⁠ MidaZ the BEAST: ⁠ Instagram⁠...

May 26, 20251 hr 5 min

DJ Skizz (Questions Classic)

Originally broadcast on Feb 3, 2021. Sean is joined by producer/DJ Skizz to talk about his career in hip-hop and producing for the likes of Roc Marciano, Freeway, Sean Price, and many others. And of course – to put his hip-hop trivia skills to the test. Patreon.com/thequestionshiphop⁠⁠ ⁠⁠questionshiphop.com⁠⁠ ⁠⁠youtube.com/thequestionshiphop⁠⁠ The Questions Hip-Hop: ⁠⁠Instagram⁠⁠ Sean Kantrowitz: ⁠⁠Instagram⁠...

May 19, 202550 min

Episode 200 Celebration!

200th Episode Celebration! Sean recounts the 12 Most Important Moments in the podcast's history. ⁠Patreon.com/thequestionshiphop⁠⁠⁠ ⁠⁠⁠questionshiphop.com⁠⁠⁠ ⁠⁠⁠youtube.com/thequestionshiphop⁠⁠ The Questions Hip-Hop: ⁠⁠Instagram⁠⁠ Sean Kantrowitz: ⁠⁠Instagram⁠...

May 12, 202554 min

Lord Digga (Questions Classic)

Patreon.com/thequestionshiphop⁠ ⁠questionshiphop.com⁠ ⁠youtube.com/thequestionshiphop⁠ Originally broadcast on March 16, 2021. Rapper/producer Lord Digga has collaborated with some absolute legends throughout his career, including Notorious B.I.G. (with three songs on his classic debut 'Ready to Die'), Ol' Dirty Bastard, Masta Ace, and many more. Digga shares stories from his career, tests his hip hop trivia skills, and answers fan questions in this classic episode of The Questions. The Question...

May 05, 202557 min

Mathematics (Can't Knock the Shuffle)

Patreon.com/thequestionshiphop questionshiphop.com Sean connects with Wu-Tang Clan's Mathematics for a "Can't Knock the Shuffle"-themed episode, powered by the AI in FYI.AI and covering the stories behind six randomly-selected Wu songs produced by Mathematics. They also talk about the latest Mathematics-produced Wu-Tang album 'Black Samson: The Bastard Swordsman.' Mathematics "Respect Mine" feat. Raekwon, Method Man, & Cappadonna (Love, Hell or Right, 2003) Wu-Tang Clan & Mathematics "Ma...

Apr 28, 202553 min

7L (Czarface, 7L & Esoteric) (Questions Classic)

Patreon.com/thequestionshiphop questionshiphop.com youtube.com/thequestionshiphop Originally broadcast on November 18, 2020. Digging in the Questions Classic crates for this throwback episode featuring DJ and producer 7l of Czarface and 7L & Esoteric. The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram 7L : Instagram...

Apr 14, 202551 min

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

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? The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram MidaZ the BEAST: Instagram Dart Adams: Instagram...

Apr 07, 20251 hr 18 min

Slimkid3 (Can't Knock the Shuffle Classic)

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 to their songwriting and presence on the microphone – and Tre definitely stood out with his distinct melodic voice; y...

Mar 31, 202554 min

Russell Peters (Questions Classic)

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...

Mar 24, 202553 min

Thank You, Roy Ayers w/ DJ Steve1der

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 Kantrowitz: Instagram Steve1der: Instagram...

Mar 17, 20251 hr 15 min

Apathy (Questions Classic)

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 Apathy: Instagram...

Mar 10, 20251 hr 1 min

1995 Draft w/ Trackstar the DJ and Philaflava

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 Feature/Verse, Best Producer, and Best Album Cover. The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram MidaZ the...

Mar 03, 20252 hr 5 min

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

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 attempt to shave the 32-song album down to its 10 best songs – and to decide if doing so helps or hurts the record. T...

Feb 17, 20251 hr 4 min

Bahamadia (Can't Knock the Shuffle Classic)

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" (The Roots, 1994) "Dialed Up 2" ('Dialed Up 2', 2017) "Thank You" ('Good Rap Music', 2006) "One-4-Teen (Funky For You...

Feb 10, 20251 hr

Leslie "Big Lez" Segar (Questions Classic)

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: Instagram Steve1der: Instagram Leslie Segar: Instagram...

Feb 03, 202546 min

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

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 does doing this help or hurt 'Marcberg'? The Questions Hip-Hop: Instagram Sean Kantrowitz: Instagram MidaZ the BEAST: Ins...

Jan 27, 20252 hr 8 min

Marcus J. Moore

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 Sean Kantrowitz: Instagram Marcus J. Moore: Instagram...

Jan 20, 202553 min

Brother Ali & Dee-1

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 Kantrowitz: Instagram Brother Ali: https://brotherali.com | Instagram Dee-1: https://www.dee1music.com | Instagram...

Dec 09, 20241 hr 22 min

DJ Doo Wop (Questions Classic)

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...

Dec 02, 202458 min

IMAKEMADBEATS

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 Sean Kantrowitz: Instagram IMAKEMADBEATS: Instagram...

Nov 25, 20241 hr 9 min
For the best experience, listen in Metacast app for iOS or Android