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Modern Wisdom

Modern Wisdom

How to Survive the Death of Your Old Self - Charlie Houpert - #1063

Feb 23, 2026 · 2h 17m

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About this episode

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 us reclaim a sense of identity when we feel most lost? Expect to learn what Charlie’s personal growth journey has been over the past few years, why people feel so disconnected to success when they achieve it, how to balance…