I honestly think the South Bay has the worst rappers out of the bay but once in a while a good song comes out of San Jo'.
There just hasn't been an artist/rapper that was good enough to blow the area up IMO.
San Jose doesn't have a Too Short or E-40 or RBL, or Nikatina, or Quinn, or A-Wax, or Jacka or even a Woodie that could really put them on the map.
Assassin was the only one really pushing San Jose for hella long and was one of the shittiest rappers to ever touch the mic lol good beats tho'.