Don't Be a Jerk
By Healey Cypher
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Category: Management
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Episodes: 30
Description
👋 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.
“Don’t Be a Jerk” explores real-world examples and tactical insights proving kindness and integrity aren’t just nice; they’re strategic advantages.
Each episode reveals actionable lessons to build success without compromising values. Let’s rewrite the narrative of leadership, one story at a time.
| Episode | Date |
|---|---|
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What Happens When an 11-Year-Old Decides to Stop Waiting for Better News and Make It Himself with Sam
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Mar 24, 2026 |
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Why Trust Beats Product: How Avni Barman Built a 60-Million-View Media Empire by Giving Everything Away
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Mar 17, 2026 |
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Why Nice Leaders Fail with Andrew Dudum, CEO and Founder of Hims & Hers
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Mar 10, 2026 |
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The Rules of Rule Breaking: David Flink on Why the System Was Never Built for You
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Mar 03, 2026 |
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The Man Who Quietly Decides What Billions See On Google: Rafael Burde
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Feb 24, 2026 |
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Why No One Has Quit Her Company in 5 Years with Dr. Ilana Nankin
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Feb 17, 2026 |
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Why Most Wellness Brands Lose Trust and How to Avoid It with Dan Cox
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Feb 03, 2026 |
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Why Most Goal Setting Fails (and the Exercise That Fixed It for Me)
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Jan 27, 2026 |
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Why the Best Founders Don’t Try to Sound Smart with Mike Jones
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Jan 21, 2026 |
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Why Inclusion Wins in the Long Run with Damian Pelliccione
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Jan 13, 2026 |
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A Letter From My 80-Year-Old Self
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Jan 07, 2026 |
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The Hidden Success Behind 100 No. 1 Debuts and the The YouTube Creator Economy, with Bing Chen
|
Dec 16, 2025 |
|
The Quantum Physicist Who Proves Soft Skills Beat IQ
|
Dec 09, 2025 |
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How Jesse Pujji Rewired His Mind (and Built Multiple 8-Figure Companies)
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Dec 02, 2025 |
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Personal Branding for Introverts: What Every Leader Can Learn from Goldie Chan
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Nov 18, 2025 |
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What 50 Cent, Disneyland, and Cancer Taught Lucy Aragon About Happiness
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Nov 04, 2025 |
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Why True Leadership Starts with Loving Yourself, with Espree Devora
|
Oct 28, 2025 |
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Why Stillness Beats Hustle (and Other Lessons from a $400 Million Rise and Fall) with James Beshara
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Oct 21, 2025 |
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Radical Transparency: The CEO’s Shortcut to Trust with Robert Yuen, Co-founder and CEO @ Monograph
|
Oct 14, 2025 |
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The War for Kindness: Why Empathy Is a Superpower with Jamil Zaki, Psychology Professor @ Stanford
|
Oct 07, 2025 |
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The Life-Changing Power of Service with Shakirah Simley
|
Sep 30, 2025 |
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The Relationship OS: Young Han’s System for Human Connection
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Sep 23, 2025 |
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The ROI of Generosity: Aaron Schwartz @Orita.ai on Luck, Boundaries, and Building People
|
Sep 16, 2025 |
|
Why I Started Don’t Be a Jerk (and the Questions You’ve Been Asking Me)
|
Sep 09, 2025 |
|
From Blind at Birth to Million-Dollar Founder: Sam Maddula’s People-First Playbook
|
Aug 19, 2025 |
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Why “Nice” Negotiators Win More: Master the Soft Skills That Close Big Deals, with Derek Blazensky & Todd Camp @ The Pareto Group
|
Aug 12, 2025 |
|
The Psychology of High-Performing Founders, with Dr. Faith Cohen
|
Aug 07, 2025 |
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Ben Gleib on Why Humor is the Best Therapy and How to Laugh Through Life’s Messiest Moments
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Jul 29, 2025 |
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Winning the War Within: How Adam Greenfeld Silenced His Inner Critic
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Jul 23, 2025 |
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Why Nice Guys Win: Jules Maltz on The Power of Imperfection in Venture Capital
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Jul 15, 2025 |