I was inspired by a podcast called The 500 hosted by New York-based comedian Josh Adam Meyers. His goal, and mine, is to explore Rolling Stone Magazine's 2012 edition of The 500 Greatest Albums of All Time.
Album: #134
Album Title: Ready To Die
Artist: The Notorious B.I.G.
Genre: East Coast Hip Hop
Recorded: The Hit Factory and D&D Studios, New York, New York.
Released: September, 1994
My age at release: 29
How familiar was I with it before this week: One song
Is it on the 2020 list? Yes, at position #22, rising 112 spots
Song I am putting on my Spotify Playlist: Big Poppa

Few things in hip hop engage me more than razor-sharp wordplay, intricate multi-syllabic rhymes, and storytelling that feels cinematic. Add in lyrics that carry political or social weight, and you’ve got my full attention.
If you’ve been following this series, you know I celebrated Eric B. & Rakim’s ability to rhyme across the bar line in my January, 2024, post on Paid in Full (#228 on The 500) and Eminem’s linguistic acrobatics in October, 2023, when I explored The Marshall Mathers LP (#244). I’ve also unpacked the groundbreaking social commentary in Public Enemy’s Fear of a Black Planet (#302); Illmatic (#402) from Nas or the raw bullhorn of protest found in N.W.A.’s Straight Outta Compton (#144). Meanwhile, I've also become a fan of clever sampling, especially the work of Erick Sermon and Parrish Smith on their first release, Strictly Business (#453).
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| Album covers for records mentioned above. |
Biggie’s work has only grown in stature over time. As noted earlier, Ready to Die jumped more than 100 spots in Rolling Stone Magazine's 2020 update of 2012’s The 500 Greatest Albums of All Time, landing in the Top 25. That said, not every track has aged gracefully. Some songs reveal the raw edges of Biggie’s youth...he was just 21 when he wrote them. The 14th track, Friend of Mine, leans heavily on crude humor and explicit sexual detail, tarnishing his lyrical brilliance. Respect, the album’s 13th cut, brims with sexual bravado, ego-driven bluster, and violent imagery, relying more on shock value than the sophistication Biggie displays elsewhere. And then there’s the awkwardly titled Me and My Bitch, intended as a love song but now jarring and undeniably misogynistic by today’s standards.
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| Biggie with his wife Faith Evans. It is unconfirmed if she was the inspiration for his love song Me And My Bitch, but the timelines match-up. They married in August, 1994. |

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