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Judgment & ambiguity · When to act

You're assembling parcels for a development, and one holdout owner keeps countering while your entitlement window and option deadlines tick. At what point do you stop negotiating and either overpay, redesign around them, or abandon the assemblage?

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The trap here is sunk cost — the more I've spent optioning the other parcels, the more pressure to overpay the holdout, and that's exactly backwards.

The full answer: structure, worked example, likely follow-up.

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