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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Every song has a story, but some get lost in the shuffle. Sean Kantrowitz (The Questions Hip Hop Game Show) sits down with some of hip hop's most prolific artists, throws their catalog into a randomized playlist, and what ensues is a discussion about the songs that don't always get talked about. A Stony Island Audio experience.
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An anthology of the understated moments of Hip-Hop history that helped propel the once underground culture to become the biggest genre of music in the world. Hosted by esteemed Hip-Hop journalist, Sean Kantrowitz (Okayplayer, The Questions).
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The first of it's kind, Golden Era Hip-Hop Trivia Gamecast. Each week, two Golden Era Gladiators go head-to-head in an all out battle for useless-hip-hop-trivia domination! The winner goes home with cash and bragging rights, while the loser has to spin the dreaded Hip-Hop Wheel Of Consequences! Hosted by Majik Most of the Demigodz and special guest announcer, The Legendary DJ Kool.
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The Chronicles of DOOM with S.H. "SKIZ" Fernando, Jr.
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Patreon.com/thequestionshiphop questionshiphop.com A conversation all about MF DOOM and 'The Chronicles of DOOM' – the new biography about the masked villain– with author S.H. "SKIZ" Fernando, Jr. Order the book: https://www.penguinrandomhouse.com/books/743088/the-chronicles-of-doom-by-sh-fernando-jr/ The Questions Hip-Hop: Instagram | Twitter Sean…
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Homeboy Sandman aka Visitor (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com Original broadcast: November 4, 2020 Revisiting the appearance of Visitor (aka Homeboy Sandman) on Can't Knock the Shuffle, in which the artist and Sean explore the stories behind seven randomly-selected songs from his catalog: "Nuts" ['Nourishment (Second Helpings)', 2007] "Lightning Bolt, Lightni…
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MC Paul Barman (Can't Knock the Shuffle)
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Patreon.com/thequestionshiphop questionshiphop.com Many years in the making, Sean sits down with MC Paul Barman to explore the stories behind seven randomly-selected songs from his imaginatively incomparable catalog: "Circumcision Suite" (prod. Memory Man) ('Thought Balloon Mushroom Cloud,' 2009) "Blessings" (prod. Glen Brady) ('TECTONIC TEXTS,' ye…
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Making Illmatic - Rjd2 'Deadringer' w/ Nate LeBlanc
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Patreon.com/thequestionshiphop questionshiphop.com Sean and MidaZ are joined by Dad Bod Rap Pod's Nate LeBlanc to put Rjd2's debut album 'Deadringer' under the Making Illmatic microscope. Which 10 songs will make the final cut? The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter MidaZ the BEAST: Instagram | Twitter Dad B…
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Mic Geronimo (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com Originally broadcast on February 24, 2021. We revisit a classic episode from the IG Live days featuring Mic Geronimo. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Mic Geronimo: Instagramעל ידי The Questions Hip-Hop
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'Ol' Dirty Bastard: A Tale of Two Dirtys' w/ Jason Pollard and Young Dirty Bastard
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Patreon.com/thequestionshiphop questionshiphop.com We're uncovering the making of this summer's Ol' Dirty Bastard documentary 'Ol' Dirty Bastard: A Tale of Two Dirtys,' streaming now on A&E. Sean connects with the film's co-director Jason Pollard and one of the film's producers, Young Dirty Bastard (son of ODB). All audio clips from the film appear…
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Patreon.com/thequestionshiphop questionshiphop.com Email me: sean@questionshiphop.com Originally broadcast on July 1, 2020. Diving back into the archives of The Questions livestream era, with special guest emcee/radio personality + host D-Stroy. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter D-Stroy: Instagram | Twi…
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Making Illmatic - Kool G Rap & DJ Polo 'Wanted: Dead or Alive' w/ Wordsworth
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Patreon.com/thequestionshiphop questionshiphop.com We're taking it back with this one! Sean and MidaZ the BEAST bring the Making Illmatic format back as they attempt to condense Kool G Rap and DJ Polo's second album 'Wanted: Dead or Alive' down to 10 songs. They're joined by emcee/author/hip-hop multi-hyphenate Wordsworth. RIP to DJ Polo, whose unt…
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Dante Ross (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com Original airdate: June 14, 2021 A return to the Can't Knock the Shuffle crates in this classic episode with record exec/producer/songwriter/A&R Dante Ross. Dante and Sean take a random deep dive into songs from Dante's extensive catalog: 3rd Bass "Kick 'Em in the Grill" feat Chubb Rock ('Derelicts …
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Nicolay (Foreign Exchange) 'Connected' Pt 2 (Track-By-Track Breakdown)
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Patreon.com/thequestionshiphop questionshiphop.com https://www.theforeignexchangemusic.com/ In the second installment of Sean's conversation with Nicolay, the Foreign Exchange producer offers up a track-by-track commentary on the group's debut 'Connected,' which celebrates its 20th anniversary this month. Featuring exclusive stems and samples direc…
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Nicolay - The Foreign Exchange 'Connected' 20th Anniversary Pt 1
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Patreon.com/thequestionshiphop questionshiphop.com https://www.theforeignexchangemusic.com/ This month marks the 20th anniversary of The Foreign Exchange's debut album 'Connected.' To commemorate the occasion, the group's producer Nicolay connects with Sean for a two-part deep dive into the making of the record. In this first half, Nic sets the sta…
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Wyann Vaughn (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com Originally broadcast on October 21, 2020 A deep dive into The Questions archives with Wyann Vaughn. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Wyann Vaugn: Instagram | Twitterעל ידי The Questions Hip-Hop
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Making Illmatic - Xzibit '40 Dayz & 40 Nightz' w/ Rhettmatic
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Patreon.com/thequestionshiphop questionshiphop.com Get ready for a deep dive into LA's underground history as Sean and MidaZ the BEAST return with the Making Illmatic format – a thought experiment in which they attempt to condense an album down to 10 songs. This installment in the series puts Xzibit's second album '40 Dayz & 40 Nightz' under the mi…
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Open Mike Eagle (Can't Knock the Shuffle Classic)
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Original Broadcast October 21, 2020 Patreon.com/thequestionshiphop questionshiphop.com Open Mike Eagle has never been shy about getting personal with his music. After emerging from LA's Project Blowed collective, the rapper/producer released his first solo album in 2010 and has been dropping projects at a steady clip ever since. With a comedic wit …
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Slimkid3 (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on October 14, 2020 Slimkid3 (The Pharcyde) drops in to discuss his career, legacy, and love for hip-hop in this classic episode of the Questions The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Slimkid3: In…
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Da Beatminerz (Can't Knock the Shuffle)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Da Beatminerz (Mr. Walt and DJ Evil Dee) take an unexpected journey through their immense catalog, unpacking the stories behind seven randomly selected songs in their discography. From the early Black Moon era to their immense production work to their latest …
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on October 7, 2020 Digging into the Questions crates with this classic episode featuring Bay Area artist Lyrics Born. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Lyrics Born: Instagram | Twitter…
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Making RJ-Matic (10 Rjd2 Songs You Should Hear)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Inspired by the recent release of Rjd2's 14th album 'Visions Out Of Limelight,' Sean runs through 10 songs by the producer/artist that listeners should know about. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter Rjd2: Linktree…
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Making Illmatic - Jaylib 'Champion Sound' w/ Supastition
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Sean and MidaZ the BEAST bring back the Making Illmatic format – a thought experiment in which they attempt to condense an album down to 10 songs – and this time the record going under the microscope is Jaylib's 'Champion Sound,' the collaborative project bet…
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Tanya Morgan (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on August 12, 2021 Revisiting the Questions archives for this classic episode featuring Donwill and Von Pea from Tanya Morgan in a battle royale of hip-hop trivia wits. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram…
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Kooley High members Tab-One and DJ ill Digitz stop by to talk about their latest album 'All Infinite,' discuss the group's NC history, and put their hip-hop trivia skills to the test. Kooley High The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Ins…
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Slum Village (Can't Knock the Shuffle)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Slum Village (T3 and Young RJ) share the stories behind seven randomly selected songs from the SV catalog. The duo reflect on the group's evolution over the course of nearly three decades, from their early days with J Dilla to their most recent project, 2024'…
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The Answers: The SeanDon Hour
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Brand new (?) format time. Sean is joined by Donwill (Tanya Morgan, The Almanac of Rap) for the inaugural SeanDon Hour (aka Don Ep). Freeform conversation including the art of writing timeless yet timely lyrics, John Mulaney, a certain rap beef, the current s…
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Homeboy Sandman/Visitor (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on September 7, 2020 A return to the Questions classic crates with an intriguing conversation with Visitor aka Homeboy Sandman. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter…
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Masta Ace (Can't Knock the Shuffle Classic)
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Original Broadcast April 21, 2020 Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Masta Ace is one of hip hop's greatest storytellers. After making his debut on the Juice Crew's classic posse cut "The Symphony," Ace has many amazing accomplishments throughout his 30+ year career, including membership in hi…
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Making Illmatic - Cam'ron 'Purple Haze' w/ Chong Wizard
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Killa! Sean and MidaZ the BEAST are back at it with another Making Illmatic, and they've got the podcasts 'castin' this time as they're joined by DJ Chong Wizard to assess Cam'ron's 'Purple Haze.' The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: In…
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Original Broadcast: May 21, 2020 NYC radio legend DJ Mister Cee gives The Questions a deep dive into all things Notorious B.I.G. with an all Biggie-themed game and episode. Plenty of great stories from the man who played a pivotal part in the beginning chapters of the greatest rapper of all-time's career. Also includes the full Patreon bonus segmen…
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Cipha Sounds (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on August 3, 2020 We dip back into the IG Live archives for a classic episode featuring comedian/DJ/podcaster Cipha Sounds. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter…
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Quelle Chris (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Original Broadcast: May 3, 2021 After first making noise on a national scale through early collaborations with Danny Brown, Quelle Chris kicked off a prolific solo career of his own, including acclaimed albums such as Innocent Country with producer Chris Keys…
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Making Illmatic: Fat Joe 'Don Cartagena' w/ Zilla Rocca
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Potential sacred cow alert: Sean and MidaZ return to the Making Illmatic format for De La Soul's fourth album 'Stakes is High' with special guest DJ Steve1der. Which 10 songs make the cut? The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram …
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Diallo Riddle (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on July 20, 2020 A classic pull from the archives with writer/actor/producer/DJ Diallo Riddle. The brilliant showrunner ('Southside' and 'Sherman's Showcase') and host of the ONE SONG podcast geeks out on some hip hop minutia, shares his …
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Making Illmatic: De La Soul 'Stakes is High' w/ DJ Steve1der
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Potential sacred cow alert: Sean and MidaZ return to the Making Illmatic format for De La Soul's fourth album 'Stakes is High' with special guest DJ Steve1der. Which 10 songs make the cut? The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram …
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Rjd2 (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Original Broadcast: October 28, 2020 For nearly two decades, producer/musician RJD2 has put his own unique spin on the genre of instrumental hip hop. RJ's music has always been a compelling listen, with or without vocals – but he's also collaborated with a ga…
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Making Illmatic: Sticky Fingaz 'Black Trash: The Autobiography of Kirk Jones'
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Things take a conceptual turn in this installment of the Making Illmatic series, as Sean and MidaZ are joined by writer/journalist Kevito Clark to dissect Sticky Fingaz's debut narrative album 'Black Trash: The Autobiography of Kirk Jones'. The Questions Hip-…
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J-Live (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Original Broadcast: October 14, 2020 J-Live is unparalleled as a writer in the craft of hip hop. He first got his start in the mid-90s with 'The Best Part,' a classic debut that was shelved and eventually bootlegged to the masses. Since then, he's also develo…
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Making Dill-Matic (J DIlla Tribute)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Sean rides solo on this episode and presents his Top 10 Underrated J-Dilla productions/songs. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitterעל ידי The Questions Hip-Hop
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Sage Francis (Can't Knock the Shuffle Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Original Broadcast: March 21, 2021 Hip-hop indie pioneer Sage Francis sits down to talk about the stories surrounding five randomly-selected songs from his catalog. "Jah Didn't Kill Johnny" ('A Healthy Distrust', 2005) "Grace" ('Copper Gone,' 2014) "Doomage" …
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Making Illmatic: DMX 'It's Dark and Hell is Hot' w/ Jamal Gasol
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Making Illmatic returns in 2024 with Sean and MidaZ joining ranks with Jamal Gasol to attempt to trim DMX's debut 'It's Dark and Hell is Hot' down to just 10 songs. The Questions Hip-Hop: Instagram | Twitter Sean Kantrowitz: Instagram | Twitter MidaZ the BEAS…
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Marco Polo (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on March 10, 2021 It's a Questions Classic as voted on by the Patreon! Sean is joined by producer Marco Polo for some stories from throughout his career, geeking out on some rap fan ish, and of course some hip-hop trivia. The Questions Hi…
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Kidz in the Hall (Can't Knock the Shuffle)
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Patreon.com/thequestionshiphop ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Kidz in the Hall (Naledge and Double-0) revisit seven randomly-selected songs from their catalog and reflect on two decades in the rap game, covering stories from the Rawkus Records era, collaborating with their peers in the Blog Era, and redefining what artistry looks like in y…
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The Answers: Rapped Up (But Not a Wrap-Up)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Sean and MidaZ catch up on a variety of subjects including: analyzing the writing styles of different rappers, Black Thought's new book, Midaz's latest album with Planet Asia (And 1 Rap Shit), the difference between making and receiving art, the lost episode …
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Alaska (Questions Classic)
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Originally broadcast on September 30, 2021 It's a Questions Classic as voted on by the Patreon! Sean sits down with Alaska (Hangar 18, Call Out Culture podcast) for some rap trivia and musings on all things indie hip-hop (and beyond). The Questions Hip-Hop: I…
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Making Illmatic: Method Man 'Tical 2000: Judgment Day' w/ Orion
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Making Illmatic makes its long-awaited return as Sean, MidaZ, and guest Orion revisit Method Man's sophomore album 'Tical 2000: Judgment Day.' What 10 songs make the cut and where does the album stand after getting the Making Illmatic treatment? The Questions…
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Making Tip-Matic (Q-Tip Tribute) w/ Optiks and Mean Joe Scheme
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Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Sean, Optiks, and Mean Joe Scheme are celebrating the genius and vast catalog of Q-Tip with this special 'Making Tip-Matic'. The trio present their favorite Q-Tip produced/featuring songs and dig down some Abstract rabbitholes. The Questions Hip-Hop: Instagra…
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Josh Gondelman & Petey DeAbreu (Almanac of Rap Questions LIVE)
1:20:43
1:20:43
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1:20:43
Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME WHERE BROOKLYN AT, WHERE BROOKLYN AT? Sean and Donwill team up for a live podcast/game with the Almanac of Rap Questions at Bierwax BK with special guest comedians Josh Gondelman and Petey DeAbreu. This is live chaos in the best way possible with plenty of la…
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Live at Top Shelf Premium w/ Fatboi Sharif
1:19:03
1:19:03
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1:19:03
Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Live from Top Shelf Premium/Vintage on First in Hoboken, NJ! Sean sits down with Fatboi Sharif for a live conversation and trivia game with Optiks on the 1s and 2s. Stay tuned at the end for a special performance by Fatboi Sharif. The Questions: @thequestions…
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The Almanac of Rap Questions LIVE w/ ItsTheReal
1:45:17
1:45:17
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1:45:17
Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Live from Bierwax Queens! Sean and Donwill team up for a live podcast/game with special guests ItsTheReal (The Blog Era, A Waste of Time). This is a triple podcast threat with plenty of random rabbit holes and hip-hop minutia for your listening pleasure. The …
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The Questions x Almanac of Rap NYC Tour Kicks Off This Week!
6:52
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RSVP to the Almanac of Rap Questions Shows: questionshiphop.com Patreon.com/thequestionshiphop ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Quick plug. The Questions is coming to NYC this week: Thursday 10/12 - Bierwax Queens w/ ItsTheReal Monday 10/16 - Top Shelf Premium w/ Fatboi Sharif Tuesday 10/17 - Bierwax Brooklyn w/ Josh Gondelman and Petey DeAb…
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Making Illmatic: Jay-Z 'The Dynasty: Roc La Familia' w/ Torae
1:09:10
1:09:10
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1:09:10
Patreon.com/thequestionshiphop questionshiphop.com ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Sean and MidaZ return for another installment in the Making Illmatic series. They're joined by Torae as the trio revisit Jay-Z's fifth album 'The Dynasty: Roc La Familia' and attempt to see if the album is improved or hurt by cutting it down to 10 songs. The …
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Patreon.com/thequestionshiphop ORDER THE QUESTIONS HIP-HOP TRIVIA GAME Original broadcast: July 13, 2020 Classic episode featuring esteemed hip-hop journalist and television executive Kim Osorio. The Questions: @thequestionshiphop (IG), @questionshiphop (Twitter) Sean: @seandammit (IG), @seandammit (Twitter) Kim Osorio: @kimosorio1 (IG), @kimosorio…
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