Starting from his initial tenure crafting instrumentals for Jay-Z and peers, through his emergence as an independent performer via The College Dropout, up to his current status as a headline-commanding, arena-selling icon, Kanye West has perpetually challenged conventions and reshaped the identity of both hip-hop musicians and creators at large. Which of his songs rise above the rest? Those that embody the core of his ingenuity, fervor, drive, and occasionally his imperfections? That is the question we are setting out to answer.