

These Are All The Ways Ryan Holiday Feels Poorer Than He Is
131 snips May 25, 2025
Ryan Holiday discusses the paradox of feeling stressed despite financial success. He delves into the multifaceted nature of wealth, emphasizing time, social connections, and mental well-being. Nostalgic reflections highlight the importance of meaningful experiences over material richness. The conversation encourages listeners to prioritize freedom and fulfillment, challenging conventional views on happiness. With practical insights from Stoic philosophy, it's a compelling reminder that true wealth may lie beyond just financial assets.
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Success Brings Seasons of Unbalance
- Ryan Holiday shares how career success hasn't prevented seasons of unbalance and tunnel vision.
- His social relationships often suffer the most during these intense work periods.
Money Doesn’t Equal True Wealth
- Financial wealth doesn't guarantee feeling rich; many billionaires lack social or mental wealth.
- True poverty can exist despite riches, rooted in insecurities and poor relationships.
Anxiety Costs True Wealth
- Ryan Holiday experiences anxiety mostly from needing control and things going well.
- This anxiety creates feelings of powerlessness and detracts from living fully.