The Questions Hip-Hop

The Questions Hip-Hop

Music EN ↓ 174 episodes

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. 

Author

The Questions Hip-Hop

Category

Music

Podcast website

www.questionshiphop.com

Latest episode

Jul 6, 2026

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Episodes

Mr. Len - Questions Classic 08.08.2022

Join the PATREON Original livestream date: August 31, 2020 Mr. Len is an underground legend. The Bronx-born DJ/producer first made noise on a national scale as 1/3 of Company Flow with group-mates El-P and Bigg Juss, and in the years since has produced for and done projects with the likes of Prince Paul, Jean Grae, MC Paul Barman, Murs, Jedi Mind Tricks, and many more. This classic episode is not...

Making Illmatic: El-P 'Fantastic Damage' w/ Wrecking Crew 01.08.2022

Patreon.com/thequestionshiphop It might get loud. This episode of The Questions' 'Making Illmatic' series is all about El-P's 'Fantastic Damage,' as Sean Kantrowitz and MidaZ the BEAST are joined by Wrecking Crew (Curly Castro, PremRock, Small Professor, & Zilla Rocca) attempt to trim the album down to 10 tracks. The Questions: @thequestionshiphop (IG), @questionshiphop (Twitter) wreckingcrew.band...

Psalm One - Questions Classic 25.07.2022

Join the PATREON Original livestream date: April 22, 2020 Psalm One is a prolific trailblazer in the independent hip-hop scene. The Chicago emcee first gained national attention with 2006's 'Death of Frequent Flyer' album, and has since released a slew of releases – both as a solo artist and in various groups – in addition to touring the world. Her most recent project comes not in the form of musi...

Blu vs Exile 18.07.2022

Join the Patreon! Episode #124: LA hip-hop duo Blu & Exile are about to hit the road for a west coast tour commemorating the 15th anniversary of their classic debut 'Below the Heavens.' But before the celebration comes the battle, as the emcee and producer square off in a battle royale of hip-hop trivia. Who emerges the victor? Tune in to find out (and get some great anecdotes and stories from the...

Making Illmatic: Big Pun 'Capital Punishment' w/ Tony Madness 11.07.2022

Patreon.com/thequestionshiphop In this installment of The Questions' 'Making Illmatic' series, Sean Kantrowitz and MidaZ the BEAST take on the task of trying to improve Big Pun's classic 1998 debut 'Capital Punishment' by trimming it down to 10 tracks. They're joined by renown battle rapper/emcee Tony Madness. The Questions: @thequestionshiphop (IG), @questionshiphop (Twitter) Sean: @seandammit (I...

Salaam Remi - Questions Classic 04.07.2022

Join the PATREON Original livestream date: January 27, 2021 Legendary producer Salaam Remi (Fugees, Nas, Amy Winehouse) gets in the hot seat to talk about some of his most acclaimed collaborations, stories from his career, and more. This is a must-listen! https://www.questionshiphop.com The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Salaam Remi: Instagram | Twitter

Making Illmatic: Redman 'Muddy Waters' w/ TzariZM 27.06.2022

Patreon.com/thequestionshiphop Back at it with 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 producer/emcee TzariZM to pick apart Redman's classic 1996 album 'Muddy Waters.' The Questions: @thequestionshiphop (IG), @questionshiphop (Twitter) Sean: @seandamm...

J-Live - Questions Classic 20.06.2022

https://www.patreon.com/thequestionshiphop Original broadcast date: May 1, 2020 Emcee/producer/DJ J-Live is one of the most inventive artists in hip-hop, a student of the game and someone who has carved out his own independent career thanks to a distinct approach and style he brings to his music. In this classic episode, he puts his trivia skills to the test and also discusses the many chapters of...

Slug (of Atmosphere) 13.06.2022

Join our PATREON 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, the new Black Star record, Kendrick Lamar, Cypress Hill, crate-digging, touring, and much more. atmospheresucks.com

Warren G - Questions Classic 06.06.2022

Join our PATREON Classic episode: Warren G is a hip-hop icon and the creator of not just one of the genre's most influential sounds, but also one of the most popular and successful rap songs of all-time. In this throwback episode, he puts his hip-hop trivia skills to the test and also shares stories about the making of "Regulate," his origins as a producer, Nipsey Hussle, his BBQ sauce line, and m...

Questlove - Questions Classic 23.05.2022

Classic episode: Ahmir "Questlove" Thompson has too many impressive credits to fit here, but in this throwback from our first year of live-streaming episodes, the Roots bandleader makes it evident that there is one foundational role that drives everything he does (The Tonight Show Starring Jimmy Fallon, Hamilton, Summer of Soul, Questlove Supreme): he's an encyclopedia of music knowledge! You will...

DJ Rhettmatic - Questions Classic 16.05.2022

Original broadcast: June 8, 2020 Classic episode: World Famous Beat Junkie/DJ/Producer Rhettmatic puts his hop-hop trivia skills to the test and shares stories about the Los Angeles scene, J Dilla, Visionaries, Filipino food recommendations, and more!

'Making Illmatic': Danger DOOM 'The Mouse and the Mask' w/ Nate LeBlanc 09.05.2022

Sean is once again joined by co-host MidaZ the BEAST to participate in 'Making Illmatic,' in which they must collectively improve an album by trimming it down to 10 tracks. They're joined by Dad Bod Rap Pod co-host Nate LeBlanc to break down MF DOOM and Danger Mouse's collaborative Danger DOOM album, 'The Mouse and the Mask.' Sean: @seandammit (IG), @seandammit (Twitter) MidaZ: @midazthebeast (IG)...

Statik Selektah - Questions Classic 02.05.2022

Classic episode: We take a deep dive through some hip-hop minutia with DJ and producer Statik Selektah. Topics covered include: Wu-Tang, Gang Starr, Boston's hip-hop scene, working with Roc Marciano, the unappreciated aspects of DJ Khaled's career, Statik's first placement on a Def Jux record, and much more! Original broadcast: September 9, 2021

Del the Funky Homosapien - Questions Classic 25.04.2022

Classic episode: Hip-hop trivia with Hieroglyphics member and indie rap icon Del the Funky Homosapien! Listen in as Del puts his rap trivia skills to the test and talks a variety of topics, including the origin of the Hiero logo, his relationship with his cousin Ice Cube, his P-Funk recommendations, work with the Gorillaz, the future of the Deltron 3030 project, video games, the evolution of his o...

'Making Illmatic': Jay-Z 'The Black Album' w/ MidaZ the BEAST + Optiks 11.04.2022

In this new sub-series, Sean is joined by co-host MidaZ the BEAST to participate in 'Making Illmatic,' a conceptual experiment to see if a hip hop album is improved by trimming it down to 10 tracks. They're joined by producer Optiks to break down Jay-Z's 2003 LP 'The Black Album.' Sean: @seandammit MidaZ: @midazthebeast (IG), @midaz (Twitter) Optiks: @thisisoptiks

Brother Ali 04.04.2022

Episode 117: Hip-hop artist and speaker Brother Ali checks in while in the midst of his Travelers Tour to talk about his new podcast, his history with peers such as Slug, Murs, and Blueprint, his relationship with OG legends like Big Daddy Kane and KRS-ONE, and so much more. And of course – we test his hip-hop trivia skills.

Bun B - Questions Classic 28.03.2022

Classic episode: We're joined by hip-hop icon Bun B. Plenty of great stories in this one, as Bun talks about highlights from his career (including the making of UGK's album 'Ridin' Dirty' and the filming of their music video for "International Players Anthem"), his friendship with Biz Markie, the origin of his coloring book (how many rappers have one of those?), and more...and of course, some hip-...

Just Blaze - Questions Classic 21.03.2022

Classic episode: We're joined by super producer Just Blaze, who proves that his reputation for being a walking hip-hop encyclopedia is indeed warranted. Along the way, he also shares some great stories, including working with MF DOOM, the origin of his iconic producer tag/calling card, his opinion on the last 'Star Wars' trilogy, the intricacies of production, and so much more. Originally broadcas...

Producer Bracket Tournament Roundtable 14.03.2022

BRACKET DOWNLOAD: https://bit.ly/bracket4 This week we're kicking off our fourth bracket tournament, and this time we're collectively deciding on the greatest hip-hop producer of all-time. While you fill out your brackets (see the above link), we figured it was a good time to discuss some of the producers listed here (and those that did not make the cut). Sean, producer Optiks, and emcee MidaZ the...

Mic King vs Trox 07.03.2022

It's a battle royale featuring rapper Mic King (FKA iCon the Mic King) and producer Trox (50 Cent, YBN Cordae, Snoop Dogg, Ty Farris). The duo recently put out the 'iCONIC' EP, a collaboration whose innovative iterative release mirrors that of a software or subscription, allowing fans to purchase on Bandcamp and receive updated versions of the record as they come. These two storied underground mus...

J-Ro (Tha Alkaholiks) – Questions Classic 01.03.2022

Classic episode: J-Ro of Tha Alkaholiks hops in the hot seat and shares stories from his career, including the origins of Tha Alkaholiks and their place in the canon of west coast hip hop, recording with Pharrell Williams, working with a VERY young Madlib, and much more! Originally broadcast August 5, 2021

DILLA TIME with Dan Charnas and Frank Nitt 22.02.2022

As part of Dilla Week 2022, we're joined by author Dan Charnas ('Dilla Time,' 'The Big Payback') as well as former guest of the show/Detroit hip hop luminary Frank Nitt (Frank-N-Dank). Lots of J Dilla stories, anecdotes, and general geeking out in this one. Recorded Feb 6, 2022.

Trailer - The Questions Hip Hop 14.02.2022

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, and talk about how the music changed their lives. 

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