Modern Wisdom
#1063 - Charlie Houpert - How to Survive the Death of Your Old Self
Feb 23, 2026
· 2h 17m
Charlie Houpert is an entrepreneur and YouTuber. Why does life tend to teach its hardest lessons just as we think we’ve arrived? We chase the goals, build the lifestyle, tick the boxes, only to discover that emptiness and insecurity still follow us. Ancient philosophers and writers wrestled with this long before we did, encoding the problem into myths that have endured for thousands of years. So what were they trying to show us? And how can those old stories help …
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