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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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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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It's the inaugural Draft episode of The Questions Hip-Hop podcast. Sean Kantrowitz, MidaZ the BEAST, Trackstar the DJ (Run the Jewels, Killer Mike), and Jason Gloss (Philaflava) are combing through the year 1995, selecting their picks for Best Album, Best Beat, Best Emcee, Best Verse, Best Guest Feature/Verse, Best Producer, and Best Album Cover.
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Uncharted Making Illmatic territory as Sean Kantrowitz and MidaZ the BEAST give the Making Illmatic treatment to Redman's 2024 album 'Muddy Waters Too,' the most recent - and longest! - LP to get the MI treatment yet. They're joined by returning guest Zilla Rocca (Call-Out Culture, Wrecking Crew) to attempt to shave the 32-song album down to its 10 best songs – and to decide if doing so helps or hurts the record.
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Originally broadcast on November 11, 2020.
Revisiting Bahamadia's appearance on Can't Knock the Shuffle, in which she and Sean explore the stories behind these randomly-selected songs from her catalog:
"Innovation" ('Kollage', 1996)
"Transcend" (King Britt, 'Adventures in Lo-Fi', 2003)
"Proceed III" (The Roots, 1994)
"Dialed Up 2" ('Dialed Up 2', 2017)
"Thank You" ('Good Rap Music', 2006)
"One-4-Teen (Funky For You)" ('BB Queen', 2000)
"Here" (2015)
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Originally broadcast on December 9, 2020.
Steve1der connects with hip-hop TV host, radio personality, dancer, and choreographer Leslie "Big Lez" Segar to talk to her about the many facets of her career and to put her hip-hop trivia skills to the test!
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The first 'Making Illmatic' episode of 2025 finds Sean Kantrowitz and MidaZ the BEAST joined by hip-hop pundit/writer Dart Adams to take a deep dive into Roc Marciano's classic debut album 'Marcberg.' The trio must trim the album down to its 10 best tracks – but which ones will make the cut? And does doing this help or hurt 'Marcberg'?
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Sean is joined by author and music journalist Marcus J. Moore to discuss the current state of music journalism, the process of writing his latest book 'High and Rising: A Book About De La Soul,' and the controversy that followed its publication late last year.
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Brother Ali and Dee-1 join Sean for an in-person interview as the duo travel the United States on the Satisfied Soul Tour. Deep conversation and some real perspective from two artists who have never been afraid to speak truth through their music.
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Originally broadcast on September 16, 2020.
Classic episode of The Questions Hip-Hop from the IG Live days, featuring DJ and producer Doo Wop.
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Sean sits down with producer, Unapologetic. founder, and close friend IMAKEMADBEATS to talk about his latest album 'WANDS,' the journey of carving out a unique sound in the Memphis hip-hop scene, and the personal obstacles that have shaped the last few years of his life and career.
Unapologetic.
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Originally broadcast on August 10, 2020.
Throwing it back to a classic episode from the IG Live days featuring Torae.
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Sean and MidaZ are joined by Psalm One and Optiks – who just dropped their collaborative album 'Is This a Safe Space?' – to put The Game's debut album 'The Documentary' under the Making Illmatic microscope. What are the 10 best songs on the album, and does editing help or hurt the LP?
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Psalm One & Optiks 'Is This a Safe Space?'
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We're going digi! Sean and MidaZ are joined by return guest TzariZM to unpack the RZA's solo debut album, 'Bobby Digital In Stereo.' What are this album's 10 best songs, and does trimming it down help or hurt the record?
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MidaZ the BEAST and Tzarizm 'The Vivid Laser Eye Guy'
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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:
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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, Lightning Rod" ('Actual Factual Pterodactyl,' 2008)
"Trauma" ('Don't Feed the Monster', 2020)
"Heaven Too" ('Hallways', 2014)
"Always" ('Dusty', 2019)
"Unforgettable" ('Subject: Matter', 2012)
"Fat Belly" ('White Sands', 2014)
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Homeboy Sandman: https://homeboysandman.bandcamp.com/
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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,' yet-to-be-released)
"Put Me On Your Do Not Call List" (prod. Michel Gondry) ('Blue Moon Kaboom,' 2017)
"Anarchist Bookstore, Pt 2" (prod. MF DOOM) ('Paulellujah!', 2002)
"Believe That" feat Open Mike Eagle (prod. MF DOOM) ('((echo chamber))', 2018)
"Props" (prod. Questlove and James Poyser) ('Thought Balloon Mushroom Cloud,' 2009)
"Mtv Get Off the Air, Part 2" feat Princess Superstar (prod. Prince Paul) ('It's Very Stimulating,' 2000)
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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?
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MidaZ the BEAST and Tzarizm 'The Vivid Laser Eye Guy'
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Originally broadcast on February 24, 2021.
We revisit a classic episode from the IG Live days featuring Mic Geronimo.
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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 courtesy of A&E/Four Screens Management.
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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.
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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 untimely passing occurred weeks after this episode was recorded.
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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 of Dialect,' 1991)
Del the Funky Homosapien "Ya Lil Crumbsnatchers" ('I Wish My Brother George Was Here,' 1991)
Ol' Dirty Bastard "Brooklyn Zoo" ('Return to the 36 Chambers: The Dirty Version,' 1995)
Everlast "Tired" ('Whitey Ford Sings the Blues,' 1998)
De La Soul "Me, Myself, and I" ('3 Feet High and Rising,' 1989)
Pete Rock and CL Smooth "All Souled Out" ('All Souled Out,' 1991)
Brand Nubian "Step to the Rear" ('One For All,' 1990)
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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 directly from Nicolay's archives.
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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 stage for the genesis of the album, the circumstances that played a part in the recording process with him and Phonte Coleman, and much much more.
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Originally broadcast on October 21, 2020
A deep dive into The Questions archives with Wyann Vaughn.
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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 microscope, and they're joined by LA legend/Beat Junkie Rhettmatic.
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Original Broadcast October 21, 2020
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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 and quirky eclectic nature to his songs, Mike has also been equally proficient in the worlds of comedy and television. He co-created comedy and music showcase 'The New Negroes,' first as a live event and later as a show for Comedy Central, which we discuss in this episode.
He's also no stranger to podcasts – from his own Secret Skin podcast, as well as 'What Had Happened Was,' his acclaimed interview series with which has featured interviews with Prince Paul, El-P, Dante Ross, and Questlove, all on his own Stony Island Audio podcast network. Here are the songs that we dive into in this episode:
"Sounds Like Rap" (Thirsty Fish, 'Watergate,' 2011)
"Art Rap Party" ('Unapologetic Art Rap', 2010)
"Single Ghosts" ('What Happens When I Try To Relax', 2018)
"Woke As Me" feat Phonte Coleman ('The New Negroes' Season 1 Soundtrack, 2019)
"Leave People Alone" ('Hella Personal Film Festival', 2016)
"Overland" (Cavanaugh, 'Time and Materials', 2015)
"Raps for When It's Just You and the Abyss" ('A Special Episode', 2015)
Open Mike Eagle:
www.mikeeagle.net
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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
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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 album, 2024's 'Stifled Creativity,' we get deep!
Songs in the shuffle:
"My Year" feat De La Soul, Rasheed Chappell, Pharoahe Monch, and Corey Glover ('Stifled Creativity,' 2024)
"Woman Lady" feat Renae and Shorty No Mas ('Fully Loaded with Statik,' 2005)
"Buck 'Em Down" (Black Moon 'Enta Da Stage,' 1993)
"The Movement" (KRS-ONE 'Kristyles,' 2003)
"On Your Feet" (Wordsworth 'Mirror Music,' 2004)
"Movin' On Ya Weak Productions" (Royal Flush 'Ghetto Millionaire,' 1997)
"Two Turntables and a Mic" (Black Moon 'War Zone,' 1999)
Da Beatminerz:
Mr. Walt: https://www.instagram.com/beatminerz/?hl=en
DJ Evil Dee: https://www.instagram.com/djevildee/?hl=en
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Originally broadcast on October 7, 2020
Digging into the Questions crates with this classic episode featuring Bay Area artist Lyrics Born.
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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.
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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 between J Dilla and Madlib. They're joined by returning MI guest Supastition, who also talks about his latest project, 'All That Was Left Unsaid.'
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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.
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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
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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's 'F.UN.' Songs explored in this episode:
"To the Disco" ('F.U.N.', 2024)
"Hear This" (feat Black Milk and Phat Kat) ('Slum Village,' 2005)
"All Live" ('F.U.N.,' 2024)
"Beej-N-Dem" ('Fantastic Vol. 1,' 1997)
"We'll Show You" feat AB ('Villa Manifesto,' 2010)
"Unisex" ('Trinity,' 2002)
"Untitled/Fantastic" ('Fantastic Vol. 2', 2000)
Slum Village
https://www.instagram.com/officialslumvillage
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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 state of podcasting, the 15th anniversary of TM's Brooklynatti, and more.
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Originally broadcast on September 7, 2020
A return to the Questions classic crates with an intriguing conversation with Visitor aka Homeboy Sandman.
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Original Broadcast April 21, 2020
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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 hip hop supergroup Crooklyn Dodgers, classic concept albums, full album collaborations with producers like MF DOOM and Marco Polo, and so much more. In this Can't Knock the Shuffle classic episode, we break down the following songs from his catalog:
"Think I Am (feat. Big Daddy Kane and MF DOOM)" ('MA_DOOM: Son of Yvonne', 2012)
"Crooklyn" (Crooklyn Dodgers) ('Crooklyn' soundtrack, 1994)
"Sunken Place" (feat. Pav Bundy) ('A Breukelen Story' w/ Marco Polo, 2018)
"Type I Hate" (feat. Leschea and Rah Digga) ('Disposable Arts', 2001)
"Bklyn Masala" (feat. Leschea) ('A Long Hot Summer', 2004)
"SlaughtaHouse" ('SlaughtaHouse', 1993)
"Mathematics" ('The Falling Season', 2016)
Masta Ace:
https://www.mastaace.com/
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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.'
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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 segment/Q&A.
RIP Mister Cee! Thank you for all of your contributions, kindness, and support.
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Originally broadcast on August 3, 2020
We dip back into the IG Live archives for a classic episode featuring comedian/DJ/podcaster Cipha Sounds.
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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, his 2018 album ‘Everything’s Fine’ with fellow polymath Jean Grae, production work for some of indie rap’s finest, and contributing to the score for the film Judas and the Black Messiah. In 2022, he dropped the excellent album Deathfame,. That same year, he and his collaborator Chris Keys scored a major production and writing credit when Lizzo sampled their song Sudden Death on Innocent Country 2 for her song “Coldplay”on her album Special but we don’t talk about any of that in this episode because it hadn’t happened yet.
The seven songs we randomly explore in this episode:
"Ohsh" feat. Hannibal Buress (w/ Jean Grae, "Everything's Fine', 2018)
"Sickum" ('Lullabies for the Broken Brain', 2016)
"Birthdaze" (prod. by Swarvy) ('Being You Is Great, I Wish I Could Be You More Often,' 2017)
"Walk By Faith" (Homeboy Sandman 'Don't Feed the Monster', 2020)
"Nothing Moves" (w/ Chris Keys, 'Innocent Country', 2015)
"Another Blunt" ('Shotgun and Sleek Rifle', 2013)
"Black Twitter" feat. Mosel and Nelson Bandela (w/ Chris Keys, 'Innocent Country 2', 2020)
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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?
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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 own perspective as a fan and DJ, and puts his trivia skills to the test.
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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?
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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 gang of artists, including rapper Blueprint (under the Soul Position moniker), as well as projects with singer Aaron Livingston (pka Son Little) and underground legend Aceyalone. Along the way, RJ has produced songs for commercials and TV shows – in fact, an instrumental of one of his songs was used as the theme to AMC's smash hit show 'Mad Men.' RJ's most recent project is 'The Fun Ones,' released on his own record label RJ's Electrical Connections. Songs we explore in this episode:
"Indoor S'mores" ('The Fun Ones', 2020)
"A Beautiful Mine" ('Magnificent City', 2006)
"Wander" (Icebird 'The Abandoned Lullaby', 2011)
"Someday" ('The Third Hand', 2007)
"The Stranger" ('The Colossus', 2010)
"Ring Finger" ('Since We Last Spoke', 2004)
"Saboteur" feat Phonte Coleman ('Dame Fortune', 2016)
Rjd2: Twitter | Instagram
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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-Hop: Instagram | Twitter
Sean Kantrowitz: Instagram | Twitter
MidaZ the BEAST: Instagram | Twitter
Kevito Clark: Instagram
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