Originally broadcast on Feb 3, 2021.

Sean is joined by producer/DJ Skizz to talk about his career in hip-hop and producing for the likes of Roc Marciano, Freeway, Sean Price, and many others. And of course – to put his hip-hop trivia skills to the test.

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200th Episode Celebration! Sean recounts the 12 Most Important Moments in the podcast's history.

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Originally broadcast on March 16, 2021.

Rapper/producer Lord Digga has collaborated with some absolute legends throughout his career, including Notorious B.I.G. (with three songs on his classic debut 'Ready to Die'), Ol' Dirty Bastard, Masta Ace, and many more. Digga shares stories from his career, tests his hip hop trivia skills, and answers fan questions in this classic episode of The Questions.

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Sean connects with Wu-Tang Clan's Mathematics for a "Can't Knock the Shuffle"-themed episode, powered by the AI in FYI.AI and covering the stories behind six randomly-selected Wu songs produced by Mathematics. They also talk about the latest Mathematics-produced Wu-Tang album 'Black Samson: The Bastard Swordsman.'

Mathematics "Respect Mine" feat. Raekwon, Method Man, & Cappadonna (Love, Hell or Right, 2003)

Wu-Tang Clan & Mathematics "Mandingo" (Black Samson, The Bastard Swordsman, 2025)

Ghostface Killah "Mighty Healthy" (Supreme Clientele, 2000)

Wu-Tang Clan "Do You Really (Thang Thang)" (The W, 2000)

Method Man and Redman "Fire Ina Hole" (Blackout!, 1999)

Wu-Tang Clan "Lesson Learn'd" (The Saga Continues, 2017)

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Originally broadcast on November 18, 2020.

Digging in the Questions Classic crates for this throwback episode featuring DJ and producer 7l of Czarface and 7L & Esoteric.

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Esteemed hip-hop historian and journalist Dart Adams returns to the Making Illmatic series of The Questions Hip-Hop, joining Sean Kantrowitz and MidaZ the BEAST in examining Cannibal Ox's debut album 'The Cold Vein.' How do you trim this LP down to 10 songs and does doing so help or hurt the album?

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Originally broadcast on May 24, 2021.

Simply put, Tre Hardson aka Slimkid3 is a legend. Hip hop was forever changed in 1992 when his group the Pharcyde emerged onto the scene with their classic debut album 'Bizarre Ride II The Pharcyde.' The group brought a decidedly animated and imaginative element to their songwriting and presence on the microphone – and Tre definitely stood out with his distinct melodic voice; you could really even say that a lot of these rappers who sing owe a bit to Slimkid3.

The Pharcyde’s second album Labcabincalifornia sported a darker sound (and early contributions from the great Jay Dee aka Jay Dilla) that reflected the frustration the group was going through with both the industry – and internally. Tre did one last album with the group (2000’s Plain Rap) before embarking on a solo career that also has seen him team up with DJ Nu-Mark from Jurassic 5, Ozomatli, and occasional reunions with various members of his Pharcyde brethren – and today they are back at it (as a trio), touring the world and possibly poised to release new music soon. In this Can't Knock the Shuffle classic, we break down stories behind the following songs:

"Groupie Therapy" (Pharcyde 'Labcabincalifornia', 1995)

"Trust" (Pharcyde 'Plain Rap', 2000)

"King" feat Diamond D and K-Natural ('Slimkid3 & Nu-Mark', 2016)

"Life is Love" ('Liberation', 2002)

"Pick It Up" feat Dillon Cooper (TRDMRK, 2019)

"4 Better or 4 Worse" (Pharcyde 'Bizarre Ride II the Pharcyde', 1992)

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Originally broadcast on May 25, 2020.

Digging in the Questions Classic crates for this throwback episode featuring comedian, DJ, and hip-hop champion Russell Peters.

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Sean Kantrowitz and DJ Steve1der pay tribute to Roy Ayers, highlighting not just his contributions to music but specifically the ways in which his compositions informed the DNA of so many hip-hop songs through sampling, interpolation, and collaborations.

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Originally broadcast on February 17, 2021.

We revisit the IG Live broadcast featuring Apathy (Demigodz, Army of the Pharoahs). Ap talks about his artistry, his fandom of his favorite emcees, and puts his hip-hop trivia skills to the test.

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