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HBO and The Ringer's Bill Simmons hosts the most downloaded sports podcast of all time, with a rotating crew of celebrities, athletes, and media staples, as well as mainstays like Cousin Sal, Joe House, and a slew of other friends and family members who always happen to be suspiciously available.
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On paper, Rupert Leyland had it all sorted - long-term marriage, good job, happy home. But underneath, things didn’t feel quite right.
He was overwhelmed. Snapping more than he liked. Putting himself last – and running at full tilt with no real direction.
In this episode, we talk about what changed - and how small daily shifts helped Rupert finally take control.
We cover:
- The slow slide into disconnection when life looks fine on the surface
- Why the ‘oxygen mask’ principle matters more than ever for men in midlife
- How Rupert built calm, clarity, and control without giving up his edge
- The ripple effect of showing up differently - at home, at work, and as a dad
- Why knowing what to do isn’t enough if you never actually do it
If you’ve been coasting, keeping up appearances, or quietly wondering “Is this it?” - this one’s for you.
If you want more than “Is this it?” I can help. Hit the link below to find out more:
38 episodes
