“I Want to Belong — and I Love Being Different”

Simon Sinek on resistance, belonging, and the quiet power of small changes

Over the past year, I’ve had the chance to get to know Simon on a more personal level — not just as the “Start With Why” guy, but as someone who’s deeply thoughtful, surprisingly gentle, and refreshingly honest about the messiness of being human.

In this week’s 5 Questions, we go beyond the stage, the TED Talks, and the big ideas to hear Simon reflect on what’s shaped him underneath it all. He talks about the quiet resistance he’s had to overcome — the part of him that doubted his own abilities — and how learning to truly listen has changed his life in both subtle and profound ways. There’s humour (he only eats sugar on days that start with “S”), honesty, and something incredibly grounding in the way he speaks about embracing duality: the desire to belong and the love of being different.

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These conversations are my favourite part of Live Well, Be Well, because they create space for something deeper. A space to understand the human behind the work — not through polished answers, but through the heart.

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Our full episode is out tomorrow, but for now, I hope these five questions leave you feeling reflective, inspired, and maybe even a little more connected — to Simon, and to yourself.

What's one small thing about you that makes you, uniquely you?