Today I remember Eyedea, aka Micheal Larsen, who died ten years ago. “Who’s the best rapper ever?” is an unanswerable question, but when it comes specifically to freestyling, Eyedea is the Greatest Of All Time.
As a hip-hop-loving teen in the early 2000s, I traded Eyedea’s mp3s on peer-to-peer sharing services like Napster and KaZaa. He was only two years older than me and yet by 18 he had already vanquished all comers to become the undisputed champion of battle rap. He got bored of battling and moved on, but his freestyles never got old to me. Here are some of my favorites, both battles and whimsical freestyles. If you never heard them, you’re in for a treat. Even a layperson can appreciate the greatest of all time putting on a master class, in anything.
CityPages has a list of five great Eyedea battles, with embedded videos. The first one listed, from HBO’s Blaze Battle tournament in 2000 (which Eyedea won), is a classic. When his opponent starts dancing to distract him, Eyedea immediately builds his final rhymes around that: “this cat wants to be my backup dancer!”
This is the best part of Eyedea’s freestyles: they’re so clearly extemporaneous. So many recordings and appearances billed as “freestyles” are obviously pre-written. No surprise, as even skilled rappers struggle to make up decent rhymes entirely on the fly. Eyedea’s flows are indisputably improvised, as shown by his ability to respond to opponents in battles (and friends in cyphers).
The greatest freestyle session ever recorded is also a settled matter: the 2000 KFAI Orphanage freestyle. Here’s Blueprint’s description of the legendary session, but more importantly here’s the recording: 45 glorious minutes of freestyles, as indie rap icons trade the mic back and forth.