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08 — Optionality Principle — Why Your Projects Need Save Points

Mar 27, 2026 · 48m 48s
08 — Optionality Principle — Why Your Projects Need Save Points
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What if the smartest move in any negotiation isn't committing to a plan — but deliberately keeping your options open? In this episode, we unpack optionality: the principle that says...

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What if the smartest move in any negotiation isn't committing to a plan — but deliberately keeping your options open?

In this episode, we unpack optionality: the principle that says strategically delaying your decisions beats trying to predict the future every single time.

We dig into why fixed-price contracts are structurally identical to Russian roulette, what Nassim Taleb means when he calls optionality "a substitute for intelligence," and how real teams — from a software company offering weekly money-back guarantees to an a cappella group that crowdfunded their audience before booking a venue — are rewriting the rules of collaboration.

You'll walk away with three concrete actions you can take tomorrow: map your BATNA, trade options instead of discounts, and find the one irreversible decision you can safely delay.

Extreme Contracts is a framework for negotiation and collaboration in knowledge work, by Jacopo Romei.

Learn more: extremecontracts.com
About Jacopo: jacoporomei.com

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Author Jacopo Romei
Organization Jacopo Romei
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