In a recent episode of Bootleg Kev, Marco Plus and Kev shared their top 10 rappers lists, prompting an extensive conversation on hip-hop hierarchies, cultural impact, and the difference between personal favorites and objective greatness. The episode explored how fans evaluate rappers across generations, styles, and careers, underscoring the complexity of defining “greatness” in a genre that constantly evolves.
The discussion began with a familiar hip-hop touchstone: sneakers. Signature basketball shoes, from Anthony Edwards’ Ant-1s to Shai Gilgeous-Alexander’s debut sneakers, became a lens through which the hosts analyzed presentation and image in hip-hop culture. The consensus: musical skill alone does not define an artist, cultural influence and artistic vision are equally important.
The crew then dissected their top five all-time greatest rappers. Jay-Z, Kendrick Lamar, Nas, Andre 3000, and Eminem were highlighted as benchmarks of lyrical skill, consistency, and artistry. Eminem and Lil Wayne sparked debate for their technical proficiency tempered by inconsistent bodies of work, illustrating the tension between peak skill and sustained artistic cohesion. Kendrick’s consistency and thematic depth, particularly through albums like good kid, m.A.A.d city and DAMN., positioned him as a generational standard.
Discussions expanded beyond lyricism to broader definitions of artistry. Kanye West was cited as an example of a “complete rap artist” whose cultural architecture and influence surpass the traditional MC role. Tupac’s legacy was analyzed for both musical innovation and emotional depth, with albums like All Eyez on Me and Me Against the World demonstrating the balance of bravado and vulnerability that continues to resonate.
Drake’s placement in rankings highlighted the intersection of commercial success and critical evaluation, while Lil Wayne’s catalog illustrated generational and stylistic divides. Albums like Tha Carter II and Tha Carter III were debated for completeness and cultural impact, with consensus emphasizing the tension between technical skill and cohesive artistic statements.
The episode also examined the new generation of hip-hop artists, including Playboi Carti, Ken Carson, and NBA YoungBoy. Carti’s Opium aesthetic and experimental performance style were described as polarizing yet influential, drawing parallels to historical rock and pop spectacles. YoungBoy’s recent tours were noted for their accessibility and cross-demographic appeal, emphasizing the evolving reach of hip-hop beyond traditional fan bases.
Ultimately, the episode demonstrated that rankings are inherently subjective, shaped by generational preferences, regional bias, and individual values. The conversation emphasized the distinction between “favorite rappers” and “greatest rappers,” suggesting that both lists hold value but serve different purposes.
