Out of the list I chose
Jay-Z(The most financially successful rapper ever)
2pac( The most outspoken and fearless artist ever)
Rakim(Ra had everybody becoming 5 percenters and he changed the way people flow and write their rhymes)
Lil Wayne(Lil Wayne has A LOT of sons,after he grew his hair EVERYBODY started getting locs,after he started tatting his face a lot of rappers/people did. Face tats were usually gang culture particularly Latino gangs/prison Gangs,Wayne was one of the first if not thee first black mainstream artist.)