Don't Be a Jerk
👋 Hey there, Healey Cypher here. My brother once said all CEOs are inherently bad, and I get it. Headlines glamorize ruthless success, but there’s another story: leaders who win because they’re good people.
- Indexed episodes, last 90 days
- 6
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- Sep 1, 2026
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- Earliest in this view
- Jul 7, 2026
Latest episodes
How This Ethics Professor Launched a $1,000-a-Month Kindness Award | Alan Ross @ UC Berkeley (opens the original)
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There's an award for everything in our society. The Emmys give awards for giving awards. Nobody gives one for kindness. Alan Ross noticed that during Covid, on a walk in the Berkeley Hills, when he passed a girl handing out free cookies because she thought everyone seemed sad. Four years later he writes a $1,000 check every month, out of his own pocket, to a stranger who did something quietly extraordinary: a gas station attendant, a locker room attendant, an 86-year-old who's folded origami at
"The No A**hole Rule” and When The Rule Can Be Broken | Bob Sutton @ Stanford (opens the original)
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Bob Sutton has spent twenty years being asked to prove that decency pays. He can do it: the productivity data, the health data, the turnover math, all of it. He mostly refuses to. His actual argument is harder to shrug off. Sutton is a Stanford professor emeritus who got the idea for the most famous management book with a swear word in its title from his father, at the San Diego Zoo, when he was about four years old. He also once flew across the country for heart surgery, past a hospital two mil
How the Wrong Incentives Can Kill Your Team | Amy Gershkoff Bolles (opens the original)
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Charlie Munger said "show me the incentive and I'll show you the outcome." Dr. Amy Gershkoff Bolles has spent an entire career proving it from the inside. She built the media operation for Obama's 2012 campaign, served as a C-level executive at companies including Zynga, Ancestry, and Levi Strauss & Co., and sits on public and private company boards. The throughline: most bad behavior at work isn't malice. It's good people responding rationally to a broken system. In this conversation with Heale
How to Engineer a Sense of Agency in Any Young Person with Alex Funkhouser @ GetMyIntern (opens the original)
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It's harder to place a 16-year-old intern than a $200,000 software engineer. Alex Funkhouser learned that the hard way: his firm SherlockTalent places senior engineers for a living, but when he volunteered to find internships for Miami high schoolers, a full year of work placed exactly eight kids. So he built the machine himself. GetMyInterns has now launched over 40,000 student careers, and this summer alone put more than 3,000 Miami-Dade teenagers into paid, insured internships that cost emplo
How Music Education Transformed 15,000 Kids’ Lives | Chad Bernstein (opens the original)
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Chad Bernstein showed up at a juvenile detention center with his band, ready to play, and the guards stopped him at the door. The guitar strings, they said, could be used as weapons. So he walked in empty-handed, into a room of kids with crossed arms and cold stares, and the distance between them felt impossible to cross. Then the band started playing with nothing but their voices and a beat on the table, and within seconds the whole room cracked open. That afternoon became Guitars Over Guns, an
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