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Index/Leadership/The Legendary Leaders Podcast
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When Success Breaks You From the Inside

The Legendary Leaders Podcast · 2026-04-30 · 1h 11m

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Episode notes

What if the very drive that takes you to the top of your career is quietly dismantling everything underneath it? In this raw, deeply human episode of Legendary Leaders, host Cathleen O'Sullivan is joined by Nick Jonsson - global keynote speaker, bestselling author, and the world's number one thought leader on executive loneliness. Swedish-born, educated in Australia, and based across Southeast Asia for over two decades, Nick has spent 22 years living and working at the intersection of high performance and hidden struggle. Nick opens with the story most leaders never tell: how a working-class upbringing wired him to equate worth with relentless grind, how loneliness crept in silently behind every promotion, and how alcohol became his coping mechanism - not occasionally, but systematically. He and Cathleen explore what addiction really looks like in high-performing people and why it's so easy to miss, how "smiling depression" masks crisis even from those closest to us, why surrender is the first and most essential step toward something solid, and what leaders can do right now to build safer spaces - for their teams and for themselves.

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