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Changing Your Course of History: When Not to Follow Your Heart
“Do as your heart tells you to do, and millions will die…” — Dr. Spock to Captain Kirk, Star Trek: The City on the Edge of Forever This quote from one of Star Trek’s most memorable episodes refers to Captain Kirk’s feelings for a woman he cannot save. In the story, Kirk falls deeply in love, but allowing the relationship to continue would alter the course of history and lead to catastrophic consequences for humanity. Though it is science fiction, the moral conflict at the he

Jonathan Schick
2 min read


Ethical Leadership: Bridging the Gap Between Mind and Heart
In the classic film Chinatown , the corrupt powerbroker Noah Cross is confronted about a terrible sin he committed years earlier. Instead of expressing remorse, he calmly responds: “I don't blame myself. You see, most people never have to face the fact that at the right time and right place, they're capable of doing almost anything.” What makes this statement fascinating is that, placed in a different context, it could express the opposite idea. Human beings, endowed with ext

Jonathan Schick
2 min read


Work That Matters: Why Purposeful Work Shapes Better Leaders
In one of the unlikeliest sports stories of the past decade, poker has become a mainstream spectator activity, capturing a notable share of ESPN’s prime-time programming. Millions watch televised tournaments, and a new category of professional has emerged: the full-time poker player. Some of these players earn substantial incomes, even seven figures, by sitting at a card table for hours at a time, often from morning until late into the night. Interestingly, this phenomenon ec

Jonathan Schick
2 min read


Lost Potential: Why Performance Evaluations Matter in Nonprofit Leadership
“You see, she was gonna be an actress, And I was gonna learn to fly. She took off to find the footlights, And I took off to find the sky.” — Harry Chapin, from the song Taxi The late songwriter Harry Chapin’s 1972 anthem to loneliness and missed opportunity still resonates today. In the song, the narrator, Harry, dreams of becoming a pilot, while his former love, Sue, dreams of becoming an actress. Years later they meet again, only to discover that neither of them achieved th

Jonathan Schick
3 min read


The Secret of Success: Holding the Spoon Without Missing the Palace
I climb a treacherous mountain for 40 days to learn about the secret of success from a hoary wise man and finally come upon the man's beautiful mountaintop castle. After along wait, the man listens to my explanation of why I came, but tells me that he can't reveal the secret of success. He suggests that I look around the palace and return in two hours. "Meanwhile, I want to ask you to do something", says the wise man, handing me a teaspoon that holds two drops of oil. "As you

Jonathan Schick
3 min read


The Choices That Define Nonprofit Leadership
I recently revisited the film The Bridges of Madison County . The story, often dismissed by critics as sentimental or cliché, has endured for decades because it explores universal themes: love, responsibility, sacrifice, and the difficult choices that shape a life. In the story, Francesca Johnson is an Italian war bride living a quiet life as a housewife in rural Iowa. Her routine existence is interrupted when Robert Kincaid, a traveling photographer, arrives at her doorstep.

Jonathan Schick
2 min read


Ethical Governance: How Boards Should Evaluate a Head of School
Several years ago, I presented a workshop at a regional conference for heads of school. Afterward, a distinguished head, whom I will call Jim, approached me and asked if we could speak privately. Jim explained that he had recently made a difficult decision. Acting in what he believed to be the best interest of the school, he had suspended the son of a board member. Before attending the conference, his board chair called to schedule a meeting about the incident upon his return

Jonathan Schick
5 min read


The Leadership Paradox: Why Great Leaders Must Know Their Imperfections
“We do not appoint a leader of a community unless he carries a sack of reptiles on his back, so that if he becomes arrogant, we could tell him: Turn around!” — Babylonian Talmud Ancient wisdom often captures modern leadership challenges with remarkable clarity. In this observation from the Babylonian Talmud, the rabbis suggest that a leader should metaphorically carry a “sack of reptiles” on his back. The message is simple but powerful: leaders should remain mindful of their

Jonathan Schick
2 min read


Leadership’s Hardest Choice: When Every Option Feels Wrong
“ If I speak, I am condemned. If I stay silent, I am damned. ” - Jean Valjean, Les Misérables In Victor Hugo’s Les Misérables , Jean Valjean faces an agonizing decision. If he reveals his true identity, he risks imprisonment and abandons the people who depend on his leadership. If he remains silent, an innocent man will suffer in his place. While dramatic, the dilemma captures a reality leaders occasionally face. There are moments when every available option carries consequen

Jonathan Schick
2 min read
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