1. Macklemore
Current Net Worth: $18 million
Ben Haggerty started his independent rap career in 2000 but finally broke through mainstream audiences when he released the single Thrift Shop. He’s well known to release music without the support of a major record label and this was followed by the release of another single Can’t Hold Us. He has won 4 Grammy Awards in 2014 and has released another album last February 2016. The amount of success he has achieved helps him reach the top of the 10 most successful independent rappers in the world.