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The Questions Hip-Hop: Daily Summaries Delivered
by 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.
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The most recent episodes — sign up to get AI-powered summaries of each one.
- 6 days ago1h 24m
Andre Troutman
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Andre Troutman joins the show to talk about his career as a musician, upholding the lineage of the Troutman family name, using the talkbox as a creative tool, and what it's like working with Kanye West in 2026. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Andre Troutman Email: sean@questionshiphop.com questionshiphop.com
- 1 weeks ago1h 4m
Q-Unique and Rhettmatic
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Q-Unique and Rhettmatic join the show to talk about their latest project 'The QR Code,' talk about the ways that their careers have evolved since the early days of the Arsonists and the Beat Junkies, and much more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Q-Unique Rhettmatic Email: sean@questionshiphop.com questionshiphop.com
- Oct 7, 202639 min
The Answers: GoodWaves Festival Recap
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop My long-overdue recap of attending and participating in the GoodWaves Festival in Chicago this summer. Shout out to Murs and the whole team. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Email: sean@questionshiphop.com questionshiphop.com
- Sep 30, 20261h 9m
Propaganda
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Propaganda shares the benefits and drawbacks to being labeled as "Christian hip-hop," the ways that his background as a schoolteacher shaped his podcast 'Hood Politics,' growing up in predominantly Mexican neighborhoods, AI, and much more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Propaganda: @prophiphop (IG) Email: sean@questionshiphop.com questionshiphop.com
- Sep 23, 20261h 1m
Wildchild
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Wildchild joins the show to talk about his Oxnard origins, the early days of Lootpack, how he landed a solo song on Madvillain's 'Madvillainy,' his relationship with Madlib, his maturation as an artist and a father, and much more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Wildchild: @jdawildchild (IG) Email: sean@questionshiphop.com questionshiphop.com
- Sep 16, 20261h 0m
Danny Hastings
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Renown photographer/filmmaker Danny Hastings joins the show to talk with Sean about the stories behind some of the most iconic album covers in hip-hop – including stories behind the making of the artwork for classics by Wu-Tang, KRS-ONE, Big Pun, Gang Starr, and many more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Danny Hastings: @dannyhastings (IG) Email: sean@questionshiphop.com questionshiphop.com
- Sep 9, 202641 min
DJ Muggs
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Sean is joined by DJ Muggs – who reveals the stories behind randomly selected songs in his massive discography, including songs by Cypress Hill, GZA, Jay Worthy, his solo projects, and more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) DJ Muggs: @djmuggs_the_black_goat (IG) Email: sean@questionshiphop.com questionshiphop.com
- Aug 26, 202654 min
Open Mike Eagle & Kenny Segal
Patreon.com/thequestionshiphop New The Questions Hip-Hop T-Shirt Drop Open Mike Eagle returns to the show and he's joined by producer Kenny Segal. The duo just released their first collaborative album 'DOOMED!' Sean and the duo talk relationships, gatekeeping, video games, technology, podcasting, and more. The Questions: @thequestionshiphop (IG) Sean: @seandammit (IG) Open Mike Eagle: open_mike_eagle (IG) Kenny Segal: kennysegal (IG) Email: sean@questionshiphop.com questionshiphop.com
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About 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.
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The Questions Hip-Hop publishes biweekly. Our AI generates a summary within hours of each new episode.
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The Questions Hip-Hop covers topics including Music. Our AI identifies the specific themes in each episode and highlights what matters most to you.
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