Zendesk CEO Tom Eggemeier has a specific question he insists every CEO must put to their board. OpenAI's new Monday Morning series pulls him in as its first guest to break down how leadership actually moves in the AI era, from raw idea to executed action.

The value here is not the conclusion. It is the question itself and the Monday morning routine Eggemeier uses to operationalize it. These are the mechanics of how a major enterprise software CEO structures decision-making under AI-driven change.

This is the first installment in a recurring OpenAI leadership series. If the format holds, subsequent episodes will map how other executives translate AI capability into organizational behavior. Worth watching now to benchmark the framework before the series builds on it.

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