Conciseness

Every section is 1-3 sentences plus a single command; no space is spent on concepts Claude already knows — even "bash brace expansion mangles an unquoted {"a":"b"}" is a non-obvious operational trap, not padding. Lean and every token earns its place — matches anchor 5.

Actionability

Copy-paste-ready commands in the operational sections ("bunx wrangler tail <worker-name> --env production", the VAL=$(grep ...) extraction pipe into wrangler secret put, "bunx wrangler deploy --env production") and precise fixes elsewhere ("Move both into request-time code or lazy thunks", "Add [[env.production.routes]] with custom_domain = true"). Fully executable with specific examples covering the common cases — matches anchor 5.

Workflow Clarity

Clear sequencing with an observe-first checkpoint ("run wrangler tail ... before forming any theory about the architecture") and an explicit verification step ("Verify with a real wrangler deploy; --dry-run does not catch it"), but sections 2, 3, 5, and 6 end at the fix with no post-change verification. Clear sequence with most checkpoints present and minor validation gaps — anchor 4, not 5 due to those missing checkpoints.

Progressive Disclosure

The body is 47 lines with six clearly numbered, well-titled sections and no external references — per the simple-skill guidance, a short skill with no need for external files scores 5 with just well-organized sections. Every heading is scannable and each trap is self-contained.

Specificity

Names several concrete covered scenarios — "misbehaves or fails to deploy", "setting or rotating a Worker secret", "the secret-setting trap for JSON and JWK values", "the module-evaluation crash on a first deploy" — but two body traps (named-environment route inheritance, shared-schema test suite) are unmentioned, leaving minor coverage gaps. Not 5 because coverage is incomplete; not 3 because far more than 1-2 actions are named.

Completeness

"Use when this repository's Cloudflare Worker misbehaves or fails to deploy, or when setting or rotating a Worker secret" is an explicit when-clause with concrete triggers, and "Covers where to look first, the secret-setting trap..., why a secret change needs a redeploy, and the module-evaluation crash on a first deploy" is a concrete what. Both are explicit — matches the anchor-5 example structure.

Trigger Term Quality

"fails to deploy" and "setting or rotating a Worker secret" are phrases a user would naturally say when they need this skill, but natural synonyms are missing — notably "wrangler" (the CLI users actually mention), plus variations like "deploy error" or "secret rotation". Not 5 for missing synonyms; clearly above 3's "some relevant keywords but missing common variations".

Distinctiveness Conflict Risk

Scoped tightly to "this repository's Cloudflare Worker" with distinct operational triggers (deploy failures, secret management), creating a clear niche with minimal conflict risk against generic debugging or deployment skills. No overlap risk evident.