I agree with you on Lupe Fiasco. His older material evoked critical thinking about topics that you don't see or hear on the news everyday. Little Weapon is a favorite. He's intelligent, lyrically inclined and accessible without resorting waving the 'drugs sex money' flag we see so often in this genre of music.
My second pick has to be Childish Gambino - Simply for his wordplay and clever use of rhyming; He's also garnered my respect from his ability to transcend any one medium, instead option to become an actor, a writer, a producer and an artist.
Next up is Tech N9ne. Although I don't usually agree with his tone on most songs, especially the newer ones, the mother fucker is talented no doubt. 'The Rain' is probably my favorite song from him, where he talks about his wife and kids and how the spotlight has taken him away from his responsibilities as a man. One of his daughters actually raps on the song, it's really cute.
I'll be completely original here and list Eminem /s. But seriously, he deserves to be in every list for a reason. I cannot stand his last two releases but the farther back you look, the better he was. Drug Ballad stands out to me as I heard it during a time in my life when I was experimenting with hallucinogenic drugs and searching for my own truth in the nature of mankind.
My last choice is Fetty Wap lol. He isn't spectacular by any metric, I just enjoy his music lol.
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