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Prioritize Conflicting Engineering Deadlines

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The question is on your right: Prioritize Conflicting Engineering Deadlines. Take a moment with it first.

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Problem

Scenario

You are leading an engineering workstream and several important deadlines are colliding at once. A customer-facing feature has a committed launch date, a reliability improvement is needed to reduce operational pain, and an internal migration is blocking future development. Different stakeholders are pushing for their work to come first, and you cannot do everything in parallel without creating delivery risk.

Question

How do you prioritize work when you have multiple conflicting deadlines?