I like the path you're on with this...the only problem is I wish the Indian was more of a Mardi Gras Indian Big Chief. This is a unique part of New Orleans culture, that would be cool to link with. Here is a link to a page with some Mardi Gras Indian Big Chiefs on it:
71 is pretty good, but the negative imaging is confusing...my be better if the crown is on his head not being held in the air? I like the crab on the skateboard a lot. I think the "Self Made" and "Skate" fonts need to be improved....Exited to see what you come back with!