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A co-founder who raises the same unresolved concern repeatedly over a year is not making small talk; they are giving advance notice of a decision that has not yet been made final. Treating a departure as a negotiation to win, rather than a transition to manage, is a natural instinct in the moment and almost always the wrong use of a short notice period -- the operational knowledge walking out the door does not care whether the counter-offer conversation succeeds.
A co-founder who raises the same unresolved concern repeatedly over a year is not making small talk; they are giving advance notice of a decision that has not yet been made final. Treating a departure as a negotiation to win, rather than a transition to manage, is a natural instinct in the moment and almost always the wrong use of a short notice period -- the operational knowledge walking out the door does not care whether the counter-offer conversation succeeds.