Don't Be a Jerk
Don't Be a Jerk
Podcast 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.
Podcast Insights
Content Themes
The podcast focuses on themes of leadership ethics, business authenticity, and emotional intelligence, with episodes covering topics such as the strategic advantages of vulnerability in venture capital and the impact of genuine communication in business transactions.

👋 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.
What happens when life throws you something you can’t control?
For Lucy Aragon, the answer was to keep dancing.
She’s been to 105 countries, built a life around optimism and adventure, and faced her husband’s cancer diagnosis with humor, perspective, and a contagious belief that joy isn’t luck. It’s work.
In this episode, Healey Cypher sits down with Lucy to talk about the art of staying light when life gets heavy. From her solo travels through war zones to the lessons she learned about resilience, confidence, and perspective, Lucy’s story is a reminder that happiness isn’t something you find. It’s something you create.
You’ll hear:
– How travel rewires your empathy and your brain
– Why “the rules were invented by people way stupider than you”
– The moment in Yemen that changed how she sees courage
– How humor became her greatest survival tool
– Why optimism is a health advantage, not a personality trait
– The 50 Cent quote that helped her beat anxiety and depression
– What lighting poop on fire taught her about leadership and joy
This conversation is equal parts philosophy and laughter. It’s about choosing perspective over panic, humor over fear, and joy as a daily act of rebellion.
⏱️ EPISODE TIMESTAMPS
00:00 — How Healey and Lucy met (and why she lights up every room)
04:00 — Travel as a teacher: empathy, perspective, and the Yemen story
10:00 — “The rules were invented by people way stupider than you”
15:30 — Disneyland, the 8-year-old, and the moment Lucy realized most rules are fake
24:30 — Facing cancer with confidence, humor, and perspective
31:00 — Why optimism isn’t denial
35:45 — How comparison became the thief of modern joy
39:00 — Travel, gratitude, and the psychology of happiness
45:20 — “Depression is a luxury” from 50 Cent
49:00 — Anxiety, control, and the mental rewiring that joy requires
55:00 — The loneliness epidemic and how to fight it with connection
01:05:00 — The art of humor (even when life is serious)
01:10:00 — Lighting poop on fire (yes, really) and parenting through joy
01:17:00 — Why intention matters more than perfection
01:22:00 — Lucy’s final lesson: You can just be happy, without being rich or successful
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🎧 Listen now to this episode of Don’t Be a Jerk wherever you get your podcasts.
Follow along for more conversations on leadership, kindness, and the science of joy:
IG: @healeycypher | @dontbeajerkpodcast

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