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August 6, 2025 11 mins

Leadership can look impressive on the outside—and feel incredibly isolating on the inside.

In this episode of The Happy Stack Podcast, I pull back the curtain on something most leaders feel but rarely say out loud: the loneliness that comes with carrying the weight, setting the pace, and always being “the strong one.”

From neuroscience to real coaching stories, I unpack how disconnection hides behind over-functioning and why emotional honesty—not more performance—is the way forward. This isn’t about weakness. It’s about being human.

  

What You’ll Learn in This Episode: 

  • Loneliness is common among high performers—especially founders and executives
  • It's not about how many people are around you, but how deeply you feel known
  • Over-functioning is often a mask for emotional disconnection
  • Chronic loneliness impacts mental, emotional, and physical health
  • “Micro-honesty” and peer-level support are powerful antidotes
  • True leadership is built on authenticity, not perfection

 

Links and Resources:

Follow Terri-Ann Richards: https://terriannrichards.com/

The Happy Stack Newsletter: https://happystack.substack.com/

Success Takes Courage Book: https://www.amazon.com.au/Success-Takes-Courage-Inside-Out-Achievement-ebook/dp/B0BKWNT142

 

If this episode cracked something open for you, share it with someone carrying their own quiet weight. Tag them, text them, or simply let them know they’re not alone.

Then take one step toward reconnection—starting with yourself. Let’s keep stacking truth, not just trophies.

Chapters

  • (00:00:01) - The Happy Stack Podcast
  • (00:01:14) - Why Leaders Are Loneliest
  • (00:05:54) - How to Realize You're Lonely and
  • (00:11:32) - Happy Stack: Stacking the Wins
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