Give me the most obscure hip-hop artist you can think of and I don't mean anyone like MF Doom or O.C. I mean someone that absolutely nobody has heard of. I'l kick it off with Sharkula, an MC who's been selling tapes on the streets (and trains) of Chicago for almost 20 years. He has a number of independent albums that he's made and has just recently released his first studio album.
Sharkula has a scatterbrained style reminiscent of Kool Keith...just not as good. Here's a couple of Sharkula music videos, the hook on the second track is pure awesome:
YouTube - Sharkula 16 mm film
YouTube - Tango for Cash