I find his music to be fairly significant culturally, but then again, so is Bob Dylan, and he's a few cards short of a full deck. Obviously musical skill or even lyrical skill are not necessarily signs of intelligence. They can be, but not necessarily. Couple of observations I am more of a Biggie fan, but, Tupac was decidedly more honest about being an a**hole. Biggie frequently tried to glamorize himself in his songs, and glossed over the fact that he abused women and frequently put himself and his family/friends in danger over drama he himself caused. Tupac pretty much was straight up about this if and when he did it. His music never attempts to make him seem more than human, kind of like the comic Watchmen, he sets himself up as a broken man and leaves it up to everyone else to decide whether or not he is a hero. I kind of feel like honesty is a sign of intelligence to an extent. Tupac didn't understand Machiavelli's The Prince. In fact his life ended up being an illustration of not heeding the book's warning. He seemed to fall for the paranoia and fear the book promoted, which was actually satire. Machiavelli was basically calling a real Prince he knew a jacka**, wrote a manual on how to act like a jacka** with tons of smug comments about how Karma was gonna bite this d***head in the a**. Tupac either never picked up on this, assumed the book was literal, or did pick up on it and ignored it for whatever reason. However, back to bullet point one, maybe Tupac secretly wished for his life to be a warning to others. He was definitely a big ole' hypocrite. Preaching one thing, then turning around and doing the opposite. However, again, you could say he was honest about this as well. I give him tons of credit for being very experimental. Almost reminds me of the Beatles in how he experiments with so many different styles. He has many songs that don't sound like anything else he has done, and most songs he made seemed to reflect him and his emotions. Doesn't seem like he ever set out to be mainstream. Again, not necessarily a sign of intelligence, but maybe... So jury is out for me. Do you find Tupac to be really intelligent, or do you think this is an over-exaggerated claim?