In this episode of Stuff You Should Know, the hosts examine the relationship between hip-hop artists Tupac Shakur and Christopher "Biggie Smalls" Wallace, tracing their paths from difficult childhoods to becoming influential figures in music. The episode covers their early friendship, which turned into a rivalry after Tupac was shot at Quad Recording Studios in 1994, leading to escalating tensions between East and West Coast hip-hop communities.
The hosts detail how record label executives, particularly Death Row Records' Suge Knight and Bad Boy Records' Sean Combs, contributed to the conflict. The episode explores the roles of media coverage, gang affiliations, and industry politics in intensifying the feud, culminating in the drive-by shootings that claimed both artists' lives—Tupac in Las Vegas in 1996 and Biggie in Los Angeles in 1997.

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Tupac Shakur, born in 1971 to a Black Panther mother in Harlem, faced early hardships including poverty and his mother's crack addiction. Despite dropping out of high school, his talent was recognized by his English teacher, Leila Steinberg, who later managed his career. Tupac's journey to success began with Digital Underground before launching his solo career with "Tupacalypse Now."
Christopher Wallace, known as Biggie Smalls, was born in 1972 to Jamaican immigrants in Brooklyn. Despite his mother's support through two jobs, Biggie became involved in drug dealing and dropped out of high school. His breakthrough came when Sean Combs discovered his demo tape and signed him to Bad Boy Records, leading to his successful debut album "Ready to Die" in 1994.
Josh Clark explains that the once-friendly relationship between Tupac and Biggie deteriorated after Tupac was shot and robbed at Quad Recording Studios in 1994. Tupac suspected Biggie and Sean Combs' involvement, as they were in the building at the time. The situation worsened when Biggie released "Who Shot Ya?", which Tupac interpreted as mockery of the shooting.
The rivalry intensified, becoming emblematic of the East Coast-West Coast hip-hop divide. Their respective entourages, including rival gangs (Bloods with Tupac, Crips with Biggie), became involved, and Tupac's release of "Hit 'Em Up," claiming an affair with Biggie's wife Faith Evans, further inflamed tensions.
Suge Knight, CEO of Death Row Records, played a crucial role in escalating the conflict by helping release Tupac from prison and publicly challenging Sean Combs and Bad Boy Records. Clark and Bryant note that the situation worsened after the death of Knight's friend Jake Robles at an Atlanta party, where Combs' bodyguard was accused of being the shooter.
The media, particularly publications like Vibe magazine, capitalized on and amplified the East vs. West Coast rivalry, pressuring both artists to maintain their adversarial positions.
Tupac was killed in a drive-by shooting in Las Vegas in 1996, hours after an altercation with Orlando Anderson, a Crip. At the time of his death, Tupac had grown increasingly distrustful of Death Row Records and Suge Knight.
Biggie Smalls met a similar fate at age 24, shot in a drive-by after leaving a Vibe Magazine party in Los Angeles. Speculation about the involvement of various industry figures, including Suge Knight and Sean Combs, has persisted, though no one has been charged for either murder.
1-Page Summary
Tupac Shakur and Biggie Smalls, also known as The Notorious B.I.G., are two of the most iconic figures in hip-hop history. Their backgrounds reveal a struggle through poverty and crime toward success in the rap industry.
Tupac Shakur, originally named Lesane Crooks, was born to Afeni Shakur, a Black Panther. Following his mother's acquittal before his birth, he was renamed after the indigenous South American revolutionary Tupac Amaru. The family relocated to Marin County, a suburb of San Francisco, where Tupac led a challenging life due to his mother's crack addiction. To support himself, he ventured into drug dealing and dropped out of high school, even though he was a talented English student and poet.
Tupac's talent was recognized by his English teacher, Leila Steinberg, who would let him stay at her place and eventually managed his career.
His career kickstarted with Digital Underground, where he initially danced and later rapped—presenting a more profound aspect by commenting on Black community issues. "Tupacalypse Now" was his first venture into solo albums, with his songs not making radio play, but gaining attention when Vice President Dan Quayle criticized it for inciting violence. Tupac also began acting, starring in films like "Juice" and "Poetic Justice" in the early 1990s.
Biggie Smalls, born Christopher Wallace in Brooklyn to Jamaican immigrants, attended schools that included fellow hip-hop icons. An exceptional English student, Biggie was supported by his preschool teacher mother through a second job. Despite this, he became involved in drug dealing during the crack epidemic of the 1980s, dropped out of high school, and spent time in jail.
After a stint in jail, Biggie's demo tape earned him a spot in Source Magazine's unsigned hype ...
Rise and Backgrounds of Tupac and Biggie Smalls
Josh Clark reflects on the notorious and tragic rivalry between Tupac Shakur and Christopher "Biggie" Wallace, two of hip-hop's greatest icons, noting the significant contribution their feud made to the East Coast versus West Coast rap scene of the 1990s.
The story of Tupac and Biggie's falling out begins with a profound betrayal.
Clark states that the pair started as friends, with Tupac even acting as a mentor to Biggie after they met in 1993. Biggie often stayed on Tupac's couch during visits to LA. However, everything changed when Tupac was invited by Jimmy Henchman Roseman to do a guest spot for the rapper Little Sean, who was in Biggie's circle. On November 30th, before recording at Times Square Quad Recording Studios, Tupac was met by three men with guns who shot, robbed, and beat him. Biggie and Sean Combs were in the building at the time, and Tupac suspected they were involved in setting up the attack. The incident not only caused a rift but also intensified earlier tensions, as Tupac wasn't a fan of Sean Combs to begin with. Adding to the strain, Biggie had previously warned Tupac about the potential dangers of hanging out with Haitian Jack, a warning that later gained gravity after Tupac was accused of sexual assault alongside Haitian Jack and felt betrayed by him.
While Tupac was in jail, Biggie released "Who Shot Ya?", which Tupac took as a direct mockery of his ordeal, believing it referenced the shooting. These events laid the groundwork for a rivalry that soon spiralled beyond just the two rappers.
The public nature of their dispute intensified the existing East Coast-West Coast hip-hop divide.
The tension between Tupac and Biggie became a full-blown aspect of their public p ...
Tupac and Biggie Rivalry Origins and Escalation
Josh Clark and Chuck Bryant discuss the complex dynamics between record labels, managers, and artists that contributed to the infamous rivalry between Tupac Shakur and The Notorious B.I.G.
Suge Knight, the CEO of Death Row Records and a blood from South Central Los Angeles, played a significant role in escalating the feud between Tupac and Biggie.
Clark and Bryant mention that at the Source Awards in September 1995, Suge Knight publicly challenged Sean Combs, thereby inflaming the rivalry with Combs’ label, Bad Boy Records. The conflict with Combs was further intensified when Knight visited Tupac in prison and helped post bail to release him, aligning with Tupac's suspicions that Combs and Biggie were involved in his shooting and robbery.
Knight had become closer with Tupac during his prison time, offering financial assistance and fostering Tupac's existing tension with Biggie. The situation worsened when a fight at an Atlanta party, which both Knight and Combs attended, led to the death of Jake Robles, an employee of Death Row and Knight's close friend. Witnesses claimed that Combs' bodyguard was the shooter, leading to a personal vendetta for Knight against Combs.
The tension between Tupac and Biggie wasn't just a matter of personal animosity but was also a media spectacle that capitalized on the burgeoning East Coast vs. West Coast rivalry. Clark and Bryant suggest that the fans and media may have pressured the two rappers to embody the lifestyle they described in their lyrics, an expectation particularly prevalent in hip-hop culture, which values authenticity or being "real."
The feud was enticing to th ...
Record Labels and Managers' Role In Fueling Feud
Josh Clark and Chuck Bryant reminisce on the tragic and violent deaths of rappers Tupac Shakur and Biggie Smalls, emphasizing unresolved mysteries and ongoing suspicions involving figures in the music industry.
Tupac Shakur's untimely death at age 25 remains one of the most notorious unsolved murders in music history, until the mention of a potential recent confession. Clark and Bryant unfold the contentious circumstances that led to this tragic event.
Tupac was involved in an altercation with Orlando Anderson, a Crip, after a Mike Tyson fight in Las Vegas. Merely hours later, Tupac and Suge Knight were stopped at a red light when a nearby Cadillac unleashed a fatal barrage of gunfire. Prior to his death, Tupac experienced growing distrust and paranoia, particularly directed toward Death Row Records and Suge Knight. Tupac suspected Suge Knight of mishandling his finances and stifling his progress in the movie industry.
Biggie Smalls, also known as The Notorious B.I.G., faced a similar fate as Tupac when he was murdered at just 24 years old. He was leaving a Vibe Magazine party in Los Angeles when his life was abruptly ended in a drive-by shooting.
Josh Clark underscores the heightened East-West coast hip-hop rivalry as a key context in which both rappers met their violent ends. Speculation about Suge Knight's involvement in ...
Tragic Deaths of Tupac and Biggie Smalls
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