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The Questions Hip-Hop

The Questions Hip-Hop
Hip-Hop Culture
Hip-Hop
Hip Hop
Wu-Tang Clan
RJD2
Mobb Deep
Nas
J Dilla
The Infamous
Cannibal Ox
The Cold Vein
Music Industry
MF Doom
Collaboration
Champion Sound
Muddy Waters Too
1995
Sean Combs
Patreon
Roy Ayers

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.

PublishesWeeklyEpisodes178Founded5 years ago
Number of ListenersCategories
Music InterviewsMusicMusic Commentary

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Artwork for The Questions Hip-Hop

Latest Episodes

Patreon.com/thequestionshiphop⁠⁠⁠

⁠⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠⁠⁠

DRAM joins the show to talk with Sean about the stories behind six randomly-selected songs from his catalog (picked by Sean's FYI.AI agent, Seanvo). They also discuss -... more

Patreon.com/thequestionshiphop⁠⁠

⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠⁠

Ras Kass is celebrating some major milestones this year, from the 30th anniversary of his debut 'Soul on Ice' to the recent release of his latest album 'Leopard Eats Face.... more

Patreon.com/thequestionshiphop⁠

⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠

Original broadcast: March 3, 2023

Defari hops in the shuffle seat for this episode of Can't Knock the Shuffle. The Likwit Crew emcee shares the stories behind seven randomly... more

Join our PATREON

⁠⁠ORDER THE QUESTIONS HIP-HOP TRIVIA GAME⁠

Original Broadcast: June 13, 2022

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 ... more

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Recent Guests

Ras Kass
Rapper and artist featured on Leopard Eats Face; Soul on Ice anniversary guest
Self
Episode: Ras Kass
Shinobi Stalin
Orlando MC/producer and frequent collaborator
Shinobi Stalin Collective
Episode: Making Illmatic: Noreaga 'N.O.R.E.' w/ Shinobi Stalin (Questions Classic)
I Make Mad Beats
Producer, CEO/founder of Unapologetic
Unapologetic
Episode: Making Illmatic - Outkast 'ATLiens' w/ IMAKEMADBEATS
Slum Village
Legendary Detroit hip-hop group
Episode: Slum Village (Can't Knock the Shuffle) (Questions Classic)
Mark (Top Shelf Premium)
Representative of Top Shelf Premium, hip-hop head and industry insider
Top Shelf Premium
Episode: Questions Classic- Making Illmatic: Sean Price 'Monkey Barz' w/ Top Shelf Premium
Sha Stimuli
Rapper from Brooklyn, host of No Bars Off podcast
No Bars Off / Rockefeller connection
Episode: Making Illmatic: Jay-Z 'The Blueprint 2' w/ Sha Stimuli
Joe DeRosa
Comedian, writer, and serious hip-hop fan with a legendary cassette collection
Episode: Joe DeRosa (Questions Classic)
Steve Wonder
Co-founder of The Questions and extraordinary DJ.
Episode: Greatest Hits - The Best of 2025
Sean Sartaro
Reporter who covered Sean Diddy Combs' trial for Complex.
Complex
Episode: Greatest Hits - The Best of 2025

Hosts

Sean Kantrowitz
Host specializing in hip-hop trivia, album dissections, and historic context; central figure in panel discussions.
MidaZ the BEAST
Co-host on made-illmatic style episodes; brings production and era-insight with a love for underground/indie scenes.

Reviews

4.8 out of 5 stars from 149 ratings
  • À la découverte du Hip-Hop

    The question est LE podcast qui vous permettra de faire de magnifiques de ouvertes, ou de perfectionner vos connaissances de groupes ou d’albums que vous écoutez déjà. Le secret est qu’ils prennent le temps, tout est fait pour les passionnés, avec une science du partage qui force le respect. Who did it best?…

    Apple Podcasts
    5
    -YannWade-
    France2 years ago
  • Funnest Podcast in My Rotation

    Huge Making Illmatic fan. The albums they choose speak to me deeply as they were the soundtrack to my youth. Their Hip Hop knowledge is legit.

    Apple Podcasts
    5
    Eloquent305
    United States2 years ago
  • Best Hip Hop content out

    I mean yooo drink champs and jaun ep is nice and I love em hahah but these dudes are dope and deserve more credit, no random years ago references or being divorced or being Sifu yalla lol

    Apple Podcasts
    5
    dykmanjames
    United States2 years ago
  • I LUV THIS PODCAST

    Great insight into the artists and great trivia. I luv to watch these with my friends and seeing who can get the most correct. I check every week even though I have noti’s on.

    Apple Podcasts
    5
    Adam’sMyth
    United States3 years ago
  • Addictive

    Been listening to several of these “Making Illmatic” episodes since a friend told me about them recently. Extremely entertaining and addictive listening that gives you a nice overview of new and old classic records.

    Would love to hear you guys do:

    Mobb Deep - “Infamy”

    Method Man - “Tical 2000: Judgement Day”

    Nas - “Streets Disciple”

    Thanks 🥊

    Apple Podcasts
    5
    Trierpodcast
    Denmark4 years ago

Listeners Say

Key themes from listener reviews, highlighting what works and what could be improved about the show.

Fans appreciate the mix of trivia, analysis, and personal anecdotes from guests.
Listeners praise the depth of hip-hop knowledge and the engaging host dynamics.
Promotional content and Patreon-driven exclusives are seen as values-added by supporters.

Chart Rankings

How this podcast ranks in the Apple Podcasts, Spotify and YouTube charts.

Talking Points

Recent interactions between the hosts and their guests.

Ras Kass
Q: How do collaborations influence Ras Kass's work on albums?
Collaboration is framed as a team effort where the right guests can elevate the project; he often writes in a way to fit with others and admires the process of matching voices and ideas.
Ras Kass
Q: What was the idea behind Interview with a Vampire and how did it evolve?
It started as a joke about including Jesus on the album, then expanded into a multi-voice dialogue about heaven, hell, and existential questions, becoming a central concept of the track.
Ras Kass
Q: How has the approach to making music changed over 30 years since Soul on Ice?
He emphasizes that enjoyment and intention matter more than chasing trends; he wants to have fun in the studio and let the art guide the project rather than industry pressures.
Ras Kass
Q: What made Evil That Men Do such a personal and autobiographical song for Ras Kass?
He explains that it channels family trauma and experiences from his life, using narrative therapy to work through difficult memories and honestly depict his upbringing and relationships.
Defari (Can't Knock the Shuffle CLASSIC)
Q: What was it like to work on Bionic and see your record reach Fat Beats and a Tommy Boy deal?
Defari recalls the studio history, the Fat Beats store experience, and how that moment fulfilled a long-held dream of having a shelf-ready release.

Audience Metrics

Listeners, social reach, demographics and more for this podcast.

Listeners per Episode
Gender Skew
Location
Interests
Professions
Age Range
Household Income
Social Media Reach

Frequently Asked Questions About The Questions Hip-Hop

What is The Questions Hip-Hop about and what kind of topics does it cover?

This show channels deep hip-hop nerd energy into long-form discussions that pair track-by-track analysis with personal stories from artists, producers, and cultural insiders. Episodes frequently center on classic and influential albums, unpacking production choices, sequencing, and era-specific contexts while weaving in anecdotes, humor, and historical perspective. A standout quality is the panel-driven format that invites insider viewpoints and lively debates, along with recurring series that reframe beloved projects through a modern critical lens. Listeners can expect thorough, trivia-rich conversations that feel both educational and very listenable for fans who want to understand how albums aged, why they mattered, and how the culture ev... more

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Which podcasts are similar to The Questions Hip-Hop?

These podcasts share a similar audience with The Questions Hip-Hop:

1. Dad Bod Rap Pod
2. Call Out Culture
3. Bandsplain
4. The Questlove Show
5. Living Proof Radio

How many episodes of The Questions Hip-Hop are there?

The Questions Hip-Hop launched 5 years ago and published 178 episodes to date. You can find more information about this podcast including rankings, audience demographics and engagement in our podcast database.

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What guests have appeared on The Questions Hip-Hop?

Recent guests on The Questions Hip-Hop include:

1. Ras Kass
2. Shinobi Stalin
3. I Make Mad Beats
4. Slum Village
5. Mark (Top Shelf Premium)
6. Sha Stimuli
7. Joe DeRosa
8. Steve Wonder

To view more recent guests and their details, simply upgrade your Rephonic account. You'll also get access to a typical guest profile to help you decide if the show is worth pitching.

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