Agent Skills: Documentation Maintenance

Systematic documentation audit and maintenance. This skill should be used when documentation may be stale, missing, or misorganized — after feature work, refactors, dependency upgrades, or as a periodic health check. It prescribes folder structure for docs/ and manual/, dispatches haiku subagents for codebase/doc scanning, and routes doc creation to specialized agents (reference-builder, technical-writer, learning-guide) with docs-architect as quality gate.

UncategorizedID: NickCrew/claude-cortex/doc-maintenance

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pnpm dlx add-skill https://github.com/NickCrew/claude-cortex/tree/HEAD/skills/doc-maintenance

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skills/doc-maintenance/SKILL.md

Skill Metadata

Name
doc-maintenance
Description
Systematic documentation audit and maintenance. This skill should be used when documentation may be stale, missing, or misorganized — after feature work, refactors, dependency upgrades, or as a periodic health check. It prescribes folder structure for docs/ and manual/, dispatches haiku subagents for codebase/doc scanning, and routes doc creation to specialized agents (reference-builder, technical-writer, learning-guide) with docs-architect as quality gate.

Documentation Maintenance

Systematically audit, organize, and remediate project documentation by comparing the codebase against existing docs to find staleness, gaps, and misorganization.

When to Trigger

  • After merging a feature branch or completing a refactor
  • After dependency upgrades or API changes
  • When onboarding surfaces confusion about project docs
  • Periodic maintenance (monthly or per-release)
  • When scripts/doc_audit.py is run manually and reports findings

Workflow Overview

Phase 1: Audit       → Run deterministic scan + haiku search agents
Phase 2: Triage      → Classify findings by severity and action type
Phase 3: Remediate   → Dispatch specialized agents to fix/create docs
Phase 4: Quality     → docs-architect reviews all changes

Phase 1: Audit

Step 1a — Run the deterministic scan

Execute the bundled audit script to get a baseline report:

python3 skills/doc-maintenance/scripts/doc_audit.py

The script produces a structured report covering:

  • Broken internal links (markdown [text](path) pointing to missing files)
  • Orphan docs (files not linked from any other doc or README)
  • Missing required structure (expected folders/files absent from docs/ or manual/)
  • Stale-relative-to-code (docs whose referenced subtree has churned significantly since the doc was last touched — measured via git log of code commits between the doc's last edit and now, not absolute doc age, which produces noise on stable architecture docs)
  • Empty or stub files (< 3 lines of content)

Pass --json for machine-readable output. Pass --root PATH to override project root detection.

Step 1b — Dispatch search agents

After the deterministic scan, launch subagents to perform deeper analysis. Model selection is task-calibrated: haiku for pattern enumeration, sonnet for multi-file correlation and judgment. See references/agent-dispatch.md for full prompt templates.

Agent 1 — Code-to-doc coverage scan (subagent_type: "Explore", model: "haiku"): Search the codebase for public APIs, CLI commands, config schemas, and exported modules. Cross-reference against existing docs (presence-check via grep). Report anything undocumented. Haiku is sufficient because the inner loop is pattern enumeration plus a presence grep.

Agent 2 — Doc-to-code freshness scan (subagent_type: "general-purpose", model: "sonnet", per-docfile dispatch): For each markdown file in scope, dispatch a sonnet agent with the file content. The agent (a) extracts every concrete code reference (function names, CLI flags, file paths, config keys, API endpoints), (b) verifies each against current code via grep / codanna / Read, (c) reports mismatches as RENAMED / REMOVED / CHANGED. Sonnet + per-docfile is needed because freshness verification often requires multi-file traces (handler → middleware → config) and distinguishing renamed from removed requires reading the new location, not just confirming the old one is gone.

Agent 3 — Structure compliance scan (subagent_type: "Explore", model: "haiku"): Compare current docs/ and manual/ layout against the prescribed folder structure in references/folder-structure.md. Report missing folders, misplaced files, naming violations. Haiku is correct here — pure pattern matching against a spec.

Agent 4a — ASCII diagram detector (subagent_type: "Explore", model: "haiku"): Scan markdown for box-drawing characters (─ │ ┌ ┐ └ ┘ ├ ┤ ┬ ┴ ┼), arrow notation (-->, <--, ==>), or indented tree structures beyond a few nodes. Report each as a candidate for Mermaid conversion with the suggested diagram type. Haiku is correct because this is mechanical pattern detection — find the characters, report the location.

Agent 4b — Missing-diagram judgment scan (subagent_type: "general-purpose", model: "sonnet", per-docfile dispatch): For each markdown file in scope, dispatch a sonnet agent. The agent reads the doc and flags sections where adding a diagram would meaningfully improve comprehension — multi-step flows where ordering matters, architecture relationships with named components, state transitions, request/response sequences. Crucially, sonnet flags only when a diagram adds value over the prose (not every step list needs a diagram). Haiku tends to either over-flag (every list looks diagrammable) or under-flag (misses implicit flow descriptions); sonnet's judgment is what makes this signal trustworthy.

Launch agents 1, 2, 3, 4a, 4b in parallel — but agents 2 and 4b dispatch internally per-docfile, so the actual call count is 2 + (2 × N_docfiles) rather than 5.

Step 1c — Merge results

Combine the script output with agent findings into a single audit report. Deduplicate overlapping findings. The report becomes the input for Phase 2.


Phase 2: Triage

Classify each finding into one of these action categories:

| Category | Description | Example | |----------|-------------|---------| | stale | Doc exists but references outdated code/behavior | CLI flag renamed but docs show old name | | missing | No doc exists for a documented-worthy item | Public API endpoint with no reference doc | | orphan | Doc exists but is unreachable / unlinked | Guide file not in any index or nav | | misplaced | Doc exists but is in the wrong folder | Tutorial sitting in docs/architecture/ | | irrelevant | Doc covers removed functionality | Guide for a deleted feature | | structural | Folder structure deviates from prescribed layout | Missing docs/security/ folder | | diagram-convert | ASCII/text diagram should be Mermaid | Complex box-drawing flowchart in architecture doc | | diagram-missing | Section would benefit from a diagram | Multi-step process described only in prose |

Assign severity:

  • P0 — User-facing doc is factually wrong (manual/)
  • P1 — Developer doc references nonexistent code
  • P2 — Missing doc for public API or feature
  • P3 — Structural / organizational issues
  • P4 — Minor staleness, cosmetic

Phase 3: Remediate

Route each finding to the appropriate specialist agent. Use the Task tool with the subagent types listed below. See references/agent-dispatch.md for detailed prompt templates.

| Doc type | Subagent type | Target location | |----------|---------------|-----------------| | API reference docs | reference-builder | docs/reference/ or docs/api/ | | Architecture docs | technical-writer | docs/architecture/ | | Developer guides (style, local dev, workflows) | technical-writer | docs/development/ | | Testing docs | technical-writer | docs/testing/ | | Security docs | technical-writer | docs/security/ | | User-facing tutorials | learning-guide | manual/tutorials/ | | User-facing how-to guides | learning-guide | manual/guides/ | | User-facing getting started | learning-guide | manual/getting-started/ | | Plans and proposals | technical-writer | docs/plans/ | | ASCII diagram conversion | mermaid-expert | Inline in existing doc | | New diagrams for prose sections | mermaid-expert | Inline in existing doc |

Parallel dispatch: Group independent remediation tasks and dispatch them simultaneously. Only serialize when one doc depends on another (e.g., an API reference needed before a tutorial that links to it). Dispatch up to 4 remediation agents in parallel per batch.

For updates to existing docs: Provide the agent with the current file contents and the specific finding to fix. Instruct it to make minimal, targeted edits.

For new docs: Provide the agent with the relevant source code, the target file path, and the folder-structure spec so it follows naming conventions.


Phase 4: Quality Gate

After all remediation agents complete, dispatch a single docs-architect agent to review the full set of changes. The quality gate checks:

  1. Accuracy — Do docs match current code?
  2. Completeness — Are all public interfaces covered?
  3. Organization — Does folder structure match the prescribed layout?
  4. Cross-references — Are all internal links valid?
  5. Consistency — Tone, formatting, heading levels
  6. No orphans — Every new doc is linked from an index or parent doc

If the quality gate fails, loop back to Phase 3 for the specific issues flagged. Maximum 2 remediation loops before escalating to the user.


Folder Structure

The prescribed folder layout is defined in references/folder-structure.md. Summary:

docs/ — Internal / developer documentation

docs/
├── architecture/    — System design, ADRs, component diagrams
├── development/     — Developer guides: style, local setup, issue tracking
├── plans/           — Proposals, RFCs, roadmaps
├── reviews/         — Code review records, audit reports
├── testing/         — Test strategy, coverage reports, test plans
├── reports/         — Generated reports, metrics, analysis
├── security/        — Security policies, threat models, audit findings
├── api/             — Internal API docs (OpenAPI specs, gRPC protos)
├── reference/       — CLI reference, config reference, manpages
├── ideas/           — Exploratory notes, spikes, brainstorms
└── archive/         — Deprecated docs preserved for history

manual/ — User-facing documentation (project root)

manual/
├── getting-started/ — Installation, quickstart, first steps
├── guides/          — How-to guides for common tasks
├── tutorials/       — Step-by-step learning paths
├── reference/       — User-facing command/config reference
└── troubleshooting/ — FAQ, common errors, known issues

README.md — Project root

The main README is audited for accuracy but not reorganized. Findings about the README are reported as stale/missing items for manual remediation.


Anti-Patterns

  • Do not delete docs without confirming the feature they describe is truly removed
  • Do not reorganize docs without updating all internal cross-references
  • Do not create stub files just to fill the folder structure — only create docs with real content
  • Do not duplicate content between docs/ and manual/ — link instead
  • Do not move user-facing docs into docs/ or developer docs into manual/