Yesterday we remembered the tragic murder of Christopher Wallace, better know to many of us 90s-era teenagers as The Notorious B.I.G. Biggie left a lyrical and musical legacy that’s still matched by few and quoted by many, and having only release two albums during his short 24 years. There are far too many classic songs by B.I.G. to include in this post alone: “Party & Bullsh*t”, “Everyday Struggle”, “The What”, “Unbelieveable”, “Warning”, “Mo Money Mo Problems”, “Kick In The Door”, the list goes on and on. And sadly, that voice was taken away from us inching closer to 20 years now. Not only that, we’ll soon be celebrating the 20th Anniversary of the release of Ready To Die, the seminal and essential debut album from Big. But one of the things I’ve always found so cool is that a song that Big was featured on sampled some very progressive, avant garde jazz from Herbie Hancock, hence the reason for this post! The 1993 song “Dolly My Baby” by Dancehall artist Supercat, featuring a young Biggie and Puffy rhyming over the track int he infancy of the Bad Boy era, samples Herbie Hancock’s “Watermelon Man” from the 1973 jazz fusion album Headhunters. And while the former is a gritty pounding early 90s Hip Hop classic kissed with just enough Reggae flavor to appeal to the two different genres, the latter is a classic funk-jazz hybrid that opened up a whole new world for Herbie Hancock after he had been part of Miles Davis’ ensemble for so long. Biggie’s verse on “Dolly My Baby” is playful, rugged and unkempt, but also would give a glimpse into the harsh yet clever and intricate lyrics that would make Ready To Die one of the signature albums of 1990s Hip Hop. Check out both songs below!