Sargon can never win because he is unable to advance to the stage of being a true leader of any movement. He can run a business but he can never achieve his lofty ambitions of being in Parliament, being prime minister or leading a great revolutionary movement. For the DR who are obsessed with Carlyle's great man theory of history and Machiavelli's lion vs. Foxes view they are all perpetually stuck as foxes and lesser men because the core of being a great man is being born into it, there is no on ramp to become it through hard work.