Why Do Good Guys Lose in Life, and the Worst People Win? | The Everyday Stoic

Why do it seem like the worst people in life always come out on top? In this episode, William explores why morally questionable individuals often achieve success, while kind and virtuous people get overlooked. Drawing on lessons from The Nanny Diaries and the writings of Marcus Aurelius, William unpacks how cutting corners, sacrificing morals, and exerting ruthless assertiveness can propel people to the top — but at what cost? Learn how to navigate life without losing yourself, how to use assertiveness without sacrificing your integrity, and how to identify the right role models to emulate. Plus, discover practical Stoic strategies for building a life of virtue and good character, even in a world that seems to reward the opposite.