AP/Columbia Pictures
Shakur's controversial and influential career lasted just five years, but the world of rap music and the music industry at large still feels his impact two decades after his untimely death.
From his first appearance with the rap group Digital Underground to starring roles in Hollywood movies and his final, blockbuster studio album, "All Eyez on Me," Tupac shook up the culture and gained a massive following.
Here are the biggest moments of Tupac Shakur's career leading up to his death: