11. Robert Baratheon
Picture Toronto mayor, minor-league drug figure, and world-class inebriation enthusiast Rob Ford. Now imagine him reaching that position by conquering Canada. That's the improbable backstory of the late king of Westeros, a Falstaffian figure who clung to his former glory like a high-school football player gone to seed. Eventually, his kingdoms fell apart and even his closest advisors schemed to help speed up his removal from the throne. His victory was his tragedy.