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Plan a risky dependency or framework upgrade: breaking-change inventory, test strategy, rollout order, and rollback points.
Plan this upgrade: {{upgrade}} (package/framework, from version X to Y). Our usage: {{usage_notes}} (how deeply we use it, test coverage, deploy setup).
Produce: a breaking-change inventory to check against our codebase (from the changelog areas that matter for our usage), the audit commands/searches to find affected call sites, upgrade order if multi-step (via intermediate versions?), test strategy (what existing tests cover, what to add first), rollout plan (canary? feature-flag? big bang and why that's acceptable?), rollback point and procedure, and the time estimate — doubled, with the reason it's always worse than the changelog suggests.
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