The Stretch Armstrong & Bobbito show on WCKR-FM is without doubt one of (if not) the most important radio show in the history of hip hop. From 1990 to 1998, Stretch and Bob played host to Nas, Wu-Tang Clan, Notorious B.I.G, Talib Kweli, Busta Rhymes, Fat Joe, Jay-Z, Big L, and Mobb Deep to name a mostly then unsigned few, breaking what would become classic records on the radio for the first time. Above is an hour and a half of Stretch and Bob talking about their incredible legacy at Red Bull Music Academy, playing classic freestyles and taking questions from Chairman Jefferson Mao. It’s a treat.
If you are keen for more Stretch Armstrong and Bobbito, you can find a recording of the 2010 Reunion Show here and a list of the original shows here. If you’re not familiar with Fondle ‘Em Records, a label run by Bobbito from 1995 to 2001, make sure you get to know.