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Season 2, Episode 4: Stay in the Fire: The Leadership Power of Paradox

Writer: Kristina Wiltsee
Kristina Wiltsee
4 hours ago
3 min read

Fred spent his career believing a paradox had to be resolved. Pick A or pick B. Over the past few months, he came to a different conclusion: you don't resolve a paradox, you live inside it. When you hold the tension between two things that are both true, a third thing emerges. He gave a talk on this on Necker Island called "Stay in the Fire," and it was voted best presentation.

Kristina connects it to her chemistry background. When she made cleaning products, her mentor combined an acid and a base. She assumed they'd cancel each other out. Instead, the combination cleaned better than either one alone. In alchemy, staying in the fire is calcination: burning away what isn't needed. Fred's metaphor is the crucible, and usually what burns away is ego.

A note on terms: not every contradiction is a paradox. Jumbo shrimp doesn't count. The kind they mean is two true things held in tension until something new comes out of it.

Control or surrender?

Fred learned this one through his cancer returning. He had to accept that he could die in order to learn how to live. Giving up control gave him more agency, not less. He calls what emerged the inner angel: a state of knowing who you are outside all external conditions, where you accept whatever outcome comes with equanimity and gratitude.

Kristina reframes control as influence, and gives an image. A tightrope walker carries a long pole. Thoughts sit on one end and emotions on the other. Grip either end and you fall. Stay relaxed in the middle and you can cross. Surrender isn't going limp, she adds. In a class with her husband on masculine and feminine polarity, she discovered that surrender is an active step: choosing not to control, and being okay with whatever happens.

For CEOs, Fred says surrender looks like asking "What would you recommend?" instead of answering, speaking last in meetings, and practicing disagree and commit. If you commit to a decision you disagreed with, there's no "I told you so" if it fails.

Kristina asks whether young companies need hierarchy or a matrix. Fred compares a startup to a newborn. The baby decides when to eat and sleep, and the parents react. As companies scale, decisions should move closer to where the work happens. In a crisis, someone has to take charge. Either way, the shared vision should guide the decisions. He also offers what may be the most useful line of the episode: when something goes wrong, the worst case is a scenario, not the scenario.

Safety or candor?

This is the difference between nice and kind. Fred spent his early career trying to be liked, which meant not telling people the truth. Being nice protects you. Being kind serves them. Sometimes the kindest thing is also the bluntest, delivered with a scalpel instead of a buzz saw.

Kristina has been studying mutual aid and community, and every community she's been part of fell apart for the same reason: no resilience. Her test for any relationship, personal or professional, is whether it has a way to give feedback and repair. Fred adds that a relationship without one still exists, it's just built on sand. Business has an advantage, Kristina says: it grew out of apprenticeship, so mentoring is built in. In a romantic partnership, one person mentoring the other creates an imbalance she has lived through.

Certainty or humility?

This is the self-proclaimed expert. Fred tells the Zen story of the teacher who keeps pouring tea into a student's full cup. Humility, he says, isn't being docile. It's choosing for a moment to let someone else lead. He also separates principles, which are timeless, from practices, which should keep changing.

Kristina identifies the symptom: the leader who is a bottleneck, who can kill hours of someone's work at the last minute because of a vibe. What emerges when you hold certainty and humility together is trust, both in your people and in yourself to handle it when something goes wrong.

She closes with Rory Sutherland again. Once you solve the easy, logical problems, all that's left are the sticky, paradoxical ones. Step into them with resilience and humility, and life gets richer. Fred's last word: you're not choosing the executive or the mystic. You're choosing both, and this podcast is the third thing that emerged.

Listen to the full episode of The Executive and the Mystic on Apple Podcasts or wherever you get your podcasts.

 
 
 

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