Run a premortem on your favorite plan
Run a concise premortem that identifies plausible failure causes and converts them into mitigations.
A team is ready to migrate 1,200 customers to a new billing flow, but no one has challenged the plan since the sponsor endorsed it. Use prospective hindsight: imagine a specific failure, collect causes silently first, cluster them, and change the plan. The common trap is asking "Any risks?" in a public meeting after everyone has already signaled confidence. That prompt is too vague and too socially expensive. Before Any concerns before we lock the migration? After It is two weeks after migration. Tickets doubled, and we rolled back 30% of accounts. Write down the two most likely causes silently.…
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