How cool are The Roots? The Roots are so cool that they had one of the biggest comedians in the world guest on a song and then made it a bonus track.

2004 found both parties at an interesting point in their careers. The Roots were critically loved but years away from their Jimmy Fallon gig that would finally get them the fame they deserved. Dave Chappelle was at the height of his career due to Chappelle's Show but only a few months away from when things would all go south.

While he doesn't say a lot on the track, there's a certain infectious energy that comes from Chappelle as he sings along to the hook. Given the amount of screen time The Roots get in Dave Chappelle's Block Party it's clear he's a huge fan and that comes through on the track. Plus, the idea of him cutting a $100k check because he didn't get it on the first take is pretty funny.

2. Eddie Griffin & Dr. Dre, "Ed-Ucation"

There are a lot of guest appearances on The Chronic 2001. We're talking legends, heavy hitters, and some guy named Hittman. But at 23 tracks, there is a lot of dead weight and whole mess of throwaway skits padding out the run time. It's as if Dre was throwing everything he had recorded at the wall and hoping for the best.

By 1999, Eddie Griffin was a veteran in the world of Southern California hip hop skits. While his first appearance on the album ("Bar One") is better forgotten, his turn on "Ed-Ucation" is one of the more memorable bits of the album.

"Ed-Ucation" is, at its core, a rant against materialism delivered in Griffin's unique and colorful style. It's also insanely quotable even if they're quotes many of the listeners would never be able to say out in public. Although he may be hyperbolic, the man makes a good point: Whatever happened to falling in love with someone who uses public transport?