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write-milestone-brief

Synthesize the current conversation into a milestone brief (PRD). Writes to `M###-CONTEXT.md` by default, or files a GitHub issue only with explicit user confirmation. Use when asked to "turn this into a PRD", "draft a milestone brief", "capture this context", "write it up", or when enough has been discussed to commit the plan to paper. Does not interview — it synthesizes what is already known.

70

Quality

86%

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SKILL.md
Quality
Evals
Security

Quality

Content

72%

Reviews the quality of instructions and guidance provided to agents. Good implementation is clear, handles edge cases, and produces reliable results.

A well-structured, actionable process skill with concrete tool and path references and clean section organization. The main weaknesses are a duplicated template-heading enumeration and a success checklist that is not wired in as an explicit pre-write validation checkpoint.

Suggestions

Consolidate the duplicate template-heading list: the Step 4 bullets and the blockquote ordered list enumerate the same 15 headings twice — keep a single authoritative ordered list to recover roughly 15 lines of tokens.

Promote the success_criteria checklist into an in-flow validation gate before writing `M###-CONTEXT.md` (e.g., verify all mandatory sections are populated, User-Visible Outcome names literal actions, and Open Questions holds only genuinely unresolved items), turning the post-hoc list into a checkpoint for the destructive overwrite.

Extract the conditional GitHub issue body template into a `references/issue-template.md` file referenced only when the user picks option 2, keeping the main write flow leaner and improving separation of the primary path from the optional one.

DimensionReasoningScore

Conciseness

Mostly efficient and assumes Claude's competence (no generic explanations of what a PRD or milestone is), but the 15 template headings are enumerated twice — once as Step 4 bullets and again verbatim in the blockquote ordered list — which is removable redundancy. Not a 3 because not literally every token earns its place; not a 2-below because the bulk is dense domain-specific guidance rather than padded concept explanation.

2 / 3

Actionability

Concrete, executable instruction-only guidance: 'Read `.gsd/STATE.md`', 'Read `src/resources/extensions/gsd/templates/context.md`', 'Use the `write` tool to create or overwrite `.gsd/milestones/<MID>/<MID>-CONTEXT.md`', 'use `mcp__github__issue_write`', plus a copy-ready GitHub issue body template and a dated DECISIONS.md line format. Not a 2 because it names specific tools, paths, and formats rather than giving pseudocode or vague direction; absence of code is appropriate for an instruction skill per the rubric's code_vs_instruction note.

3 / 3

Workflow Clarity

A clear six-step sequence with edge-case handling (no active milestone → ask), a one-round module check-in, and a final success_criteria checklist, but the checklist sits apart from the process rather than acting as an in-flow gate before the destructive file overwrite. Not a 3 because there is no explicit validate-before-write checkpoint; not a 1 because the sequence and checkpoints are largely present and clearly signaled.

2 / 3

Progressive Disclosure

A single self-contained file organized into clear tagged sections (objective, context, core_principle, process, anti_patterns, success_criteria) that points to the external template at `src/resources/extensions/gsd/templates/context.md` one level deep rather than inlining it, with no nested reference chains. Not a 2 because organization is clean and references are clearly signaled; the only inline candidate (the conditional GitHub issue template) is small and used in a single branch.

3 / 3

Total

10

/

12

Passed

Description

100%

Based on the skill's description, can an agent find and select it at the right time? Clear, specific descriptions lead to better discovery.

A strong description: concrete actions in third person, explicit natural-language triggers, and a clear what/when structure with a guardrail for the outward-facing issue-filing action. No changes needed.

DimensionReasoningScore

Specificity

Lists multiple concrete actions in third person — 'Synthesize the current conversation into a milestone brief (PRD)', 'Writes to `M###-CONTEXT.md`', 'files a GitHub issue only with explicit user confirmation', 'Does not interview' — naming specific outputs and a guarded side effect rather than vague language. Not a 2 because it goes beyond naming a domain plus a couple actions to enumerate several distinct concrete behaviors with an explicit constraint.

3 / 3

Completeness

Explicitly answers both 'what' (synthesize conversation into a milestone brief / PRD, write to a context file, optionally file an issue) and 'when' via a 'Use when...' clause with concrete triggers. Not a 2 because the 'when' is explicit and specific, not merely implied.

3 / 3

Trigger Term Quality

Quoted natural phrases a user would actually say — 'turn this into a PRD', 'draft a milestone brief', 'capture this context', 'write it up' — plus the situational 'when enough has been discussed to commit the plan to paper'. Not a 2 because it covers multiple common variations users would naturally utter, not just one technical keyword.

3 / 3

Distinctiveness Conflict Risk

Occupies a clear niche — synthesizing a milestone brief / PRD within the GSD workflow — with distinct triggers ('turn this into a PRD', 'draft a milestone brief') unlikely to fire for unrelated skills. Not a 2 because the triggers and the explicit 'Does not interview' boundary cleanly separate it from adjacent skills like grill-me.

3 / 3

Total

12

/

12

Passed

Validation

100%

Checks the skill against the spec for correct structure and formatting. All validation checks must pass before discovery and implementation can be scored.

Validation16 / 16 Passed

Validation for skill structure

No warnings or errors.

Repository
gsd-build/gsd-2
Reviewed

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