Honorable Mention: Tech N9ne
If Tech N9ne's music isn't enough to convince you he's the undisputed king of underground Hip Hop, then perhaps his bank account will do the trick. Fresh off his impressive 2015 release Special Effects, Tech N9ne has made a name for himself with his longevity. Thanks largely in part to his rabid, cultish fan-base, the Kansas City spitta has developed his brand into one that can sustain a profitable 100-date-a-year tour schedule. Known for popping out albums and merch/swag that makes the 'Hood Go Crazy,' N9ne's lucrativeness has gotten him covered by Forbes and also made him a certifiable multi-millionaire.