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How to Be More Optimistic with Simon Sinek

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Simon Sinek is an optimist, bestselling author of Start with Why, and founder of The Optimism Company.

In this special episode of Office Hours, part of the Be Hope podcast takeover during the United Nations General Assembly, Simon joins me to explore what optimism really requires. We discuss how optimism differs from hope, why relationships help us sustain a belief in a better future, how our expectations shape others, and why pessimism has become so powerful. We also explain how leaders can turn optimism into action through a clear vision, and how each of us can become more optimistic by creating space to imagine a better future and finding a vision worth pursuing.

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Referenced:

The Meaning of Your Life: Finding Purpose in an Age of Emptiness

Arthur’s newsletter

The Happiness Scale

The Pursuit of Happiness with Arthur Brooks

Be Hope Podcast Takeover

The U.N. General Assembly 2026

The Power of Why | Simon Sinek

Simon Sinek on Millennials in the Workplace

Start with Why: How Great Leaders Inspire Everyone to Take Action

Leaders Eat Last: Why Some Teams Pull Together, and Others Don't

The Infinite Game

Distinguishing hope and optimism: Two sides of a coin, or two separate coins?

What the Stockdale Paradox Tells Us About Crisis Leadership

How to Win Friends & Influence People

Leadership That Gets Results

Walt Disney Imagineering

guest appearing in this episode

(00:00) Intro

(06:10) How Arthur and Simon met

(07:24) Why Simon defines himself as an optimist

(13:10) The difference between optimism and hope

(19:15) How expectations shape relationships and behavior

(28:31) Why optimism is on the decline

(30:39) Why we need leaders with vision

(34:48) How to be more optimistic

(42:42) Optimism in politics

(50:11) Four lessons for becoming more optimistic

(53:55) Advice for leaders

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