Skill Developer Guide
Purpose
Comprehensive guide for creating and managing skills in Claude Code with auto-activation system, following Anthropic's official best practices including the 500-line rule and progressive disclosure pattern.
When to Use This Skill
Automatically activates when you mention:
- Creating or adding skills
- Modifying skill triggers or rules
- Understanding how skill activation works
- Debugging skill activation issues
- Working with skill-rules.json
- Hook system mechanics
- Claude Code best practices
- Progressive disclosure
- YAML frontmatter
- 500-line rule
System Overview
Two-Hook Architecture
1. UserPromptSubmit Hook (Proactive Suggestions)
- File:
.claude/hooks/skill-activation-prompt.ts - Trigger: BEFORE Claude sees user's prompt
- Purpose: Suggest relevant skills based on keywords + intent patterns
- Method: Injects formatted reminder as context (stdout → Claude's input)
- Use Cases: Topic-based skills, implicit work detection
2. Stop Hook - Error Handling Reminder (Gentle Reminders)
- File:
.claude/hooks/error-handling-reminder.ts - Trigger: AFTER Claude finishes responding
- Purpose: Gentle reminder to self-assess error handling in code written
- Method: Analyzes edited files for risky patterns, displays reminder if needed
- Use Cases: Error handling awareness without blocking friction
Philosophy Change (2025-10-27): We moved away from blocking PreToolUse for Sentry/error handling. Instead, use gentle post-response reminders that don't block workflow but maintain code quality awareness.
Configuration File
Location: .claude/skills/skill-rules.json
Defines:
- All skills and their trigger conditions
- Enforcement levels (block, suggest, warn)
- File path patterns (glob)
- Content detection patterns (regex)
- Skip conditions (session tracking, file markers, env vars)
Skill Types
1. Guardrail Skills
Purpose: Enforce critical best practices that prevent errors
Characteristics:
- Type:
"guardrail" - Enforcement:
"block" - Priority:
"critical"or"high" - Block file edits until skill used
- Prevent common mistakes (column names, critical errors)
- Session-aware (don't repeat nag in same session)
Examples:
database-verification- Verify table/column names before Prisma queriesfrontend-dev-guidelines- Enforce React/TypeScript patterns
When to Use:
- Mistakes that cause runtime errors
- Data integrity concerns
- Critical compatibility issues
2. Domain Skills
Purpose: Provide comprehensive guidance for specific areas
Characteristics:
- Type:
"domain" - Enforcement:
"suggest" - Priority:
"high"or"medium" - Advisory, not mandatory
- Topic or domain-specific
- Comprehensive documentation
Examples:
backend-dev-guidelines- Node.js/Express/TypeScript patternsfrontend-dev-guidelines- React/TypeScript best practiceserror-tracking- Sentry integration guidance
When to Use:
- Complex systems requiring deep knowledge
- Best practices documentation
- Architectural patterns
- How-to guides
Quick Start: Creating a New Skill
Step 1: Create Skill File
Location: .claude/skills/{skill-name}/SKILL.md
Template:
---
name: my-new-skill
description: Brief description including keywords that trigger this skill. Mention topics, file types, and use cases. Be explicit about trigger terms.
---
# My New Skill
## Purpose
What this skill helps with
## When to Use
Specific scenarios and conditions
## Key Information
The actual guidance, documentation, patterns, examples
Best Practices:
- ✅ Name: Lowercase, hyphens, gerund form (verb + -ing) preferred
- ✅ Description: Include ALL trigger keywords/phrases (max 1024 chars)
- ✅ Content: Under 500 lines - use reference files for details
- ✅ Examples: Real code examples
- ✅ Structure: Clear headings, lists, code blocks
Step 2: Add to skill-rules.json
See [SKILL_RULES_REFERENCE.md](SKILL_RULES_REFERENCE.md) for complete schema.
Basic Template:
{
"my-new-skill": {
"type": "domain",
"enforcement": "suggest",
"priority": "medium",
"promptTriggers": {
"keywords": ["keyword1", "keyword2"],
"intentPatterns": ["(create|add).*?something"]
}
}
}
Step 3: Test Triggers
Test UserPromptSubmit:
echo '{"session_id":"test","prompt":"your test prompt"}' | \
npx tsx .claude/hooks/skill-activation-prompt.ts
Test PreToolUse:
cat <<'EOF' | npx tsx .claude/hooks/skill-verification-guard.ts
{"session_id":"test","tool_name":"Edit","tool_input":{"file_path":"test.ts"}}
EOF
Step 4: Refine Patterns
Based on testing:
- Add missing keywords
- Refine intent patterns to reduce false positives
- Adjust file path patterns
- Test content patterns against actual files
Step 5: Follow Anthropic Best Practices
✅ Keep SKILL.md under 500 lines ✅ Use progressive disclosure with reference files ✅ Add table of contents to reference files > 100 lines ✅ Write detailed description with trigger keywords ✅ Test with 3+ real scenarios before documenting ✅ Iterate based on actual usage
Enforcement Levels
BLOCK (Critical Guardrails)
- Physically prevents Edit/Write tool execution
- Exit code 2 from hook, stderr → Claude
- Claude sees message and must use skill to proceed
- Use For: Critical mistakes, data integrity, security issues
Example: Database column name verification
SUGGEST (Recommended)
- Reminder injected before Claude sees prompt
- Claude is aware of relevant skills
- Not enforced, just advisory
- Use For: Domain guidance, best practices, how-to guides
Example: Frontend development guidelines
WARN (Optional)
- Low priority suggestions
- Advisory only, minimal enforcement
- Use For: Nice-to-have suggestions, informational reminders
Rarely used - most skills are either BLOCK or SUGGEST.
Memory-Aware Skills
Purpose
Skills that maintain context across sessions, learn from user interactions, and persist preferences for long-term workflows.
When to Use
Automatically activates when you mention:
- Persisting user preferences or project conventions
- Multi-session feature development
- Learning from user corrections
- Plan-approval workflows
- Context that should survive Claude restarts
Key Capabilities
1. Context Persistence
- Remember user preferences across sessions
- Track project-specific conventions
- Maintain long-running feature state
- Store user corrections and patterns
2. Plan-Approval Workflows
- Generate detailed plans before execution
- Require explicit user confirmation
- Learn from approved/rejected plans
- Provide rollback mechanisms
3. Session State Management
- Track more than "skill used" flag
- Store user choices and patterns
- Accumulate context over time
- Intelligent refresh/invalidation
Implementation Guide
See [MEMORY_PATTERNS.md](MEMORY_PATTERNS.md) for comprehensive patterns:
- Context persistence mechanisms
- Plan-approve-execute workflow
- User preference tracking
- Memory refresh triggers
- Session state schemas
- Privacy and security considerations
Example: User Preference Memory
// .claude/memory/database-verification/preferences.json
{
"auto_approve_tables": ["users", "posts", "comments"],
"always_verify_tables": ["payments", "sensitive_data"],
"column_name_preference": "camelCase",
"last_updated": "2025-01-15T10:30:00Z"
}
After user corrects column naming twice, skill remembers and auto-applies.
Best Practices
✅ DO:
- Store memory in
.claude/memory/{skill-name}/ - Include timestamps for staleness detection
- Provide user control (view/clear memory)
- Gracefully handle missing/corrupted memory
- Log memory updates for transparency
❌ DON'T:
- Store sensitive data without encryption
- Assume memory is always valid