Should You Work With Your Friends? with my friend Will Guidara

Should You Work With Your Friends? with my fr...

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AI Can Do Everything… Except This (Why Humans Still Win) With Restaurateur Will Guidara

As businesses race toward faster systems, smarter tools, and total automation, something critical is getting lost: human connection. And ironically, the rise of AI is making that gap impossible to ignore. In this episode, I sit down with returning guest and close friend Will Guid ...  Show more

Revisited: What Dying Teaches Us About Living with Death Doula Alua Arthur

Team Simon here! While A Bit of Optimism is on a short break, we’re revisiting a few episodes you helped make some of our favorites. We’ll be back with brand-new conversations next week, on March 24th, 2026. In the meantime, we’re bringing back an episode that explores a word mos ...  Show more

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