When Your 'Flaw' Becomes Your Edge with Comedian Hasan Minhaj
A Bit of Optimism4 Maalis 2025

When Your 'Flaw' Becomes Your Edge with Comedian Hasan Minhaj

To recognize your own talent takes time and self-awareness. But to find the courage to pursue it? That often requires a spark of inspiration from someone else. For Hasan Minhaj, that spark came from an unexpected trio—a teacher, a roommate, and Napster. A former correspondent on The Daily Show, Hasan’s natural gift of gab allowed him to build a wide-ranging career which spans standup, acting, Netflix shows, and, most recently, his podcast, Hasan Minhaj Doesn’t Know. I had the pleasure of sitting down with Hasan to discuss his journey—why gifted people crave external validation, why kids are braver than adults, and where comedians truly rank in the artistic hierarchy. This… is A Bit of Optimism. For more on Hasan and his work check out: hasanminhaj.com

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Remembering Bob Chapman: The Mentor Who Changed My Life

Remembering Bob Chapman: The Mentor Who Changed My Life

Sixteen years ago, an unknown CEO running a manufacturing company in the Midwest saw my TED Talk and recognized something in it. He sent me a letter and we made plans to meet. What started as a one-ho...

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The AI Skills Nobody is Teaching (And Everyone Needs) with AI Expert Ethan Mollick

The AI Skills Nobody is Teaching (And Everyone Needs) with AI Expert Ethan Mollick

Be honest: AI makes you a little nervous. Maybe you're afraid it'll take your job. Maybe you're overwhelmed by all the advice about prompts and agents and which chatbot to use. Or maybe you're just...

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How to Stop Letting Your Own Thoughts Make You Sick, Stressed, and Stuck with Dr. Ellen Langer

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Most of us are so certain about, well, everything. We think we can predict what's coming, what that off-hand comment really meant, what that look was about, what's going to go wrong. And according to ...

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What Happens When You Stop Optimizing and Start Committing with Former LA Lakers President Tim Harris

What Happens When You Stop Optimizing and Start Committing with Former LA Lakers President Tim Harris

In a world of job-hopping, side hustles, and an endless LinkedIn feed, Tim Harris did something almost no one does anymore. He stayed put. Few executives spend an entire career helping build a dyna...

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Revisited: Choose Your Seven Humans Wisely with Author Fredrik Backman

Revisited: Choose Your Seven Humans Wisely with Author Fredrik Backman

Hello from Team Simon! We're taking a quick break this week and will be back with brand-new episodes of A Bit of Optimism next Tuesday.  Until then, we're revisiting one of our favorite episodes — w...

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How to Stop Being Socially Awkward (According to Science) with Behavioral Scientist Vanessa Van Edwards

How to Stop Being Socially Awkward (According to Science) with Behavioral Scientist Vanessa Van Edwards

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Stop Telling Us Everything Happens for a Reason with Anti-Victim Tom Nash

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The Real Reason You Feel Empty (Even When Life Looks Good) with Musician Mike Posner

The Real Reason You Feel Empty (Even When Life Looks Good) with Musician Mike Posner

If at some point, you've looked at your life—your job, your relationships, your achievements—and thought: “is this it?” This episode is for you.  Mike Posner had that moment at 30. His life, by eve...

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