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Prioritize Work Under Tight Capacity

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Problem

Scenario

You are the Engineering Manager for a B2B automotive software team. Your roadmap includes a dealer-facing search improvement, a reliability fix for lead ingestion, and a compliance update tied to a new data retention policy. You can only ship one major item this quarter without slipping the next release, and each stakeholder believes their request should go first. The sales team says the search work will unblock renewals, support says the ingestion bug is creating daily escalations, and legal says the retention change has a hard deadline.

Question

How do you decide what work should be done now versus later?