EPISODE · May 19, 2025 · 10 MIN
Why Do Good Guys Lose in Life, and the Worst People Win? | The Everyday Stoic
from The Everyday Stoic · host William Mulligan
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.
What this episode covers
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.
NOW PLAYING
Why Do Good Guys Lose in Life, and the Worst People Win? | The Everyday Stoic
No transcript for this episode yet
Similar Episodes
Mar 26, 2026 ·1m
Mar 19, 2026 ·34m
Feb 18, 2026 ·11m
Feb 11, 2026 ·45m