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The Questions Hip-Hop — Music
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.

Latest Episodes:

Secure the Bag: The Mailbag Episode Mar 23, 2026

Show notes

⁠⁠⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠

⁠Los Angeles: Pharrell Game Night April 1⁠

It's the inaugural mailbag episode. Sean answers questions about music listening habits, creative innovation vs consistent sound, phone etiquette in 2026, and more.

⁠⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠

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Sean Kantrowitz: ⁠⁠⁠⁠Instagram⁠⁠⁠⁠

Making Illmatic - Mos Def 'The Ecstatic' w/ Ali Elabbady Mar 16, 2026

Show notes

Hear the uncut episode with full music and cues at ⁠⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠

Los Angeles: Pharrell Game Night April 1

The Making Illmatic format is back! Sean Kantrowitz and MidaZ the BEAST welcome writer Ali Elabbady (aka Egypto Knuckles) to do a deep dive into Mos Def's The Ecstatic 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?

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Ali Elabbady: Instagram

Minneapolis Nice vs ICE w/ Tufawon & Rob Van Vranken Mar 02, 2026

Show notes

A firsthand account from artist Tufawon and producer Rob Van Vranken about what is happening in Minneapolis and how communities are combatting the presence of ICE in their neighborhoods – and how you can help.

⁠⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠

Direct Funding for Constitutional Observer training:

https://linkin.bio/unidosmn/

Direct Funding for Immigrant Advocacy Organizers:

https://linkin.bio/mncopal/

Rent Relief Funds:

https://www.standwithminnesota.com/

Direct Food Distribution:

https://www.dhhmn.com/operations

Direct Family Funding:

https://linktr.ee/smittenkittenmn

Direct Funding for Organizers:

https://linktr.ee/powwowgrounds

Direct support for immigrant activists:

https://www.instagram.com/miracmn

Press:

https://www.instagram.com/onsitepublicmedia

https://www.instagram.com/bygeorgiafort

https://www.instagram.com/blck.press

https://www.instagram.com/sahanjournal

https://www.instagram.com/mercadomedia1

https://www.instagram.com/unicorn.riot

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠

Tufawon: ⁠Instagram⁠

Rob Van Vranken: Instagram

Joe DeRosa (Questions Classic) Feb 16, 2026

Show notes

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 Live days of The Questions.

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Joe DeRosa: Instagram

J Dilla's Top Ten Underrated Tracks (Making Dill-Matic 2026) Feb 09, 2026

Show notes

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

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2016 Draft w/ Lyric Jones and Optiks Feb 02, 2026

Show notes

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 comb through the benchmarks of a year that may not instantly ring a bell for you when it comes to hip-hop history – but trust, there's plenty to dig into here!

Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠

MidaZ the BEAST: ⁠Instagram⁠

Lyric Jones: Instagram

Optiks: Instagram

Can-I-Pod: Examining Canibus' "Beasts from the East" Verse w/ Sha Stimuli Jan 19, 2026

Show notes

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 a career, a culture, and the industry? Rap nerds only for this one.

Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠

youtube.com/@nobarsoffshow

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠

MidaZ the BEAST: Instagram

Sha Stimuli: Instagram

No Bars Off: Instagram

Greatest Hits - The Best of 2025 Dec 29, 2025

Show notes

*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, content, mixes, and more!

⁠⁠⁠⁠⁠Patreon.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠⁠

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⁠⁠⁠⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠http://beatjunkiesound.com/⁠⁠⁠⁠

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠

RPM: Visionaries 'Pangaea' (Live at Beat Junkie Institute of Sound) Sep 22, 2025

Show notes

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

⁠⁠⁠⁠⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠http://beatjunkiesound.com/⁠⁠⁠

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠

Beat Junkie Institute of Sound: ⁠⁠⁠Instagram⁠

RPM: D-Styles 'Phantazmagorea' (Live at Beat Junkie Institute of Sound) Sep 08, 2025

Show notes

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/thequestionshiphop⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠questionshiphop.com⁠⁠⁠⁠⁠⁠⁠

⁠⁠⁠⁠⁠⁠⁠youtube.com/thequestionshiphop⁠⁠⁠⁠⁠⁠

⁠⁠http://beatjunkiesound.com/⁠⁠

The Questions Hip-Hop: ⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠⁠

Sean Kantrowitz: ⁠⁠⁠⁠⁠⁠Instagram⁠⁠⁠⁠⁠

Beat Junkie Institute of Sound: ⁠⁠Instagram⁠

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