The Questions Hip-Hop
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.
Recent Episodes
Feb. 16, 2026
Joe DeRosa (Questions Classic)
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...
Feb. 9, 2026
J Dilla's Top Ten Underrated Tracks (Making Dill-Matic 2026)
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...
Feb. 2, 2026
2016 Draft w/ Lyric Jones and Optiks
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...
Jan. 19, 2026
Can-I-Pod: Examining Canibus' "Beasts from the East" Verse w/ Sha Stimuli
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 ...
Dec. 29, 2025
Greatest Hits - The Best of 2025
*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...
Sept. 22, 2025
RPM: Visionaries 'Pangaea' (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, unpacking Visionaries 'Pangaea' album. Patreon.com/thequestionshiphop ...
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