Jay's 2006 freestyle for Hot 97 over the beat to DJ Khaled's "Grammy Family" was so insanely fire that they were still playing it semi-regularly on the station over a decade later. It's not just the lyrics ("76 floors you can call me the Doc," "Most kings get driven so insane / That they try to hit the same vein that Kurt Cobain did") that are ridiculous, but his ad-libs, his volume adjustments... even when he stops to explain his Julius Erving reference it's pretty great. The video doesn't add a ton to the experience, though the shots of the station producers shaking their heads in disbelief are pretty on-point.