I really can't get behind the whole "comes from the street" sentiment that so many people hold for Kimbo. Fighting on the "street" doesn't include only one-on-one fights against hand picked opponents, surrounded by your friends, who will step in to enforce rules on the fight (check out his fight against Gannon where people step in when Gannon starts using his knees). Fighting "on the street" includes the possibility of someone having a weapon, of several of their friends jumping in, etc, etc. His fights actually contained no "street" elements.
So why do people put so much value on him being from the "street"? Because the (heavily regulated) fights occur outside of rings, in backyards and parkinglots? Also, look at the people he fights in those videos... mostly overweight, out of shape "fighters" who take maybe one decent punch before going down.
I'm not taking anything away from the guy, he is a bull and tough as hell, and with the right training I'm sure he can do well in MMA. I'm just not quite so impressed with him being "from the street".