Episodes

Originally broadcast on June 15, 2020. Comedian and hip-hop aficionado Joe DeRosa puts his hip-hop trivia skills to the test and talks about his favorite albums, artists, and songs in this throwback episode from the Instagram...

Sean runs through his picks for the 10 most underrated songs in J Dilla's production catalog. (Note: this is an updated take on 2024's 'Making Dill-Matic' episode) ⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠quest...

You're posting photos of yourself from 2016, we're spending 2 hours drafting the highs and lows of hip-hop from 2016; we are not the same. Sean Kantrowitz and MidaZ the BEAST are joined by guests Lyric Jones and Optiks to com...

Sean and MidaZ the BEAST welcome back Sha Stimuli (No Bars Off Show) to the pod for a thorough analysis of Canibus' verse on Lost Boyz's 1997 "Beasts from the East." What makes a verse "good"? What impact can a verse have on ...

*taps mic* Is this thing on? Taking a break from the hiatus to reflect back on some of the best moments from the podcast in 2025. Happy New Year, thanks for listening, and be sure to join the Patreon to get more episodes, con...

Recorded live at the Beat Junkie Institute of Sound, Sean joins the Beat Junkies (DJ Babu, DJ Rhettmatic) for their RPM listening series, unpacking Visionaries 'Pangaea' album. ⁠⁠⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠ ⁠⁠⁠⁠⁠...

Recorded live at the Beat Junkie Institute of Sound, Sean joins the Beat Junkies (DJ Babu, DJ Rhettmatic) for their RPM listening series, deep diving into D-Styles' seminal 'Phantazmagorea' album. ⁠⁠⁠Patreon.com/thequestionsh...

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...

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...

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...

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...

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...

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/thequestionsh...

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 th...

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 ...

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. Th...

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...

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 s...

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-ho...

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: ⁠⁠Instag...

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, incl...

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-selecte...

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 C...

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 an...