none of my favorite rappers are doing it business wise. but that's because i prefer to listen to some hood shit. i can tell you that off top, and for the most part their issues stem from image problems (the world doesn't care about what they have to say right now), or continual mismanagement of their opportunities to build a brand for themselves w/momentum around it.
in the industry right now, a deal to make your album or distribute your album is only a piece of the puzzle, when it used to be almost the whole thing. making albums used to be key in generating revenue for artists and labels, and now it's been replaced in large part by live performances and merchandising. the actual music is just content to leverage to generate demand for the other parts of your business model.
i know and have worked for artists that get chipped the fuck out. i'm talking 180 shows all over the world a year times 30 racks a piece and that's just live performances, and yes, the checks are in their name lol.
the reason i would personally consider an artist regional or local if they have followings in areas traditionally considered bay area satellite markets is because just that, they only have followings in bay area satellite markets. there's a lot of cities that are known for their demand for underground music that bay artists have no following, momentum or live draw in. it's important to categorize bay area rappers as such, because there's a handful of rappers who can go to KC or Hawaii and have name recognition based off of the connection between that market and the bay area, but where do you draw the line when an artists breaks that mold and generates a following in markets that aren't conventionally known as bay satellite markets? that's my point, and that's why i personally need to see the world that way to be effective in what i do because there's instances in which we need to help our clients bridge that divide between local and regional, regional and national, national and international.
it's not an insult to an artist to be regional. it takes a tremendous amount of hard work and luck to be a regional artist and pay your rent or feed your family from it. i think there's a stigma around the term regional when there shouldn't be. everyone who really has a role and is a professional, and considers what they're doing today a job should be commended for making things happen for themselves.