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Ryan Holiday
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Ryan Holiday
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Daily Stoic Narrator
Welcome to the Daily Stoic podcast where.
Ryan Holiday
Each day we bring you a Stoic.
Daily Stoic Narrator
Inspired meditation designed to help you find strength and insight and wisdom into everyday life.
Ryan Holiday
Each one of these episodes is Based.
Daily Stoic Narrator
On the 2000 year old philosophy that has guided some of history's greatest men and women to help you learn from them, to follow in their example, and to start your day off with a little dose of courage and discipline and justice and wisdom. For more visit Dailystoic.com.
Ryan Holiday
This is not what We Fight for. They didn't give up. They defied the odds. They kept going. When others were stymied. They did difficult things. They sacrificed. They achieved. They made their mark. Contrary to the stereotype, the Stoics were not passive. They did impressive things. They were impressive people. They were fighters. But you know what? They, like the rest of us, sometimes got carried away, sometimes hung on too long, went after the wrong things. Seneca criticized those thirsty old lawyers and politicians who kept at it even into old age, terrified of irrelevance in the quiet life. Yet wasn't it Seneca who stayed too long in Nero's service? Wasn't it Seneca who traded too much of his dignity to get into and then stay at the center of things And Cicero, didn't he do the same, fighting for relevance and power in a fallen Rome instead of stepping away at some point, swapping public service for personal glory? In Tennyson's poem about Odysseus, he points out that the man's determination was a double edged sword. It got him home, but it made it impossible for him to enjoy. Enjoy being home. Made weak by time and fate, but strong in will. Tennyson writes, to strive, to seek, to find and not to yield. It's not supposed to be an impressive picture, but a tragic one. These traits were not serving Odysseus, but torturing him. It's good that we are determined. It's good that we fight. It's good that we keep going. But we have to be sure we know when to stop. That we know what is actually worth prizing. We have to remember what Seneca himself pointed out, but failed to that poverty isn't just having too little. It is also the insatiable appetite for more, more, more.
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The Daily Stoic | Host: Ryan Holiday
Date: November 5, 2025
This episode explores the Stoic perspective on ambition, perseverance, and knowing when to let go. Ryan Holiday reflects on the tension between dedicated striving and the dangers of clinging too long to pursuits that can ultimately undermine a meaningful life. Drawing from ancient Stoic thinkers like Seneca and historical examples, Holiday discusses how determination must be balanced with wisdom regarding what is truly worth fighting for.
Ryan Holiday’s tone is reflective, direct, and evocative—engaging listeners in the larger-than-life struggles of Stoic heroes while gently critiquing their (and our) blind spots. Using a blend of literary references, historical analysis, and practical Stoic wisdom, he calls for balance between spirited striving and the wisdom to let go.
This episode serves as a reminder: determination is vital, but so is the ability to recognize when the fight is no longer worth it. As Holiday puts it, “We have to be sure we know when to stop. That we know what is actually worth prizing.” (03:40)