Testing & Distributing Skills
A guide to testing, iterative improvement, and distributing skills - including common troubleshooting
Testing & Distributing Skills
Testing Approaches
Skills can be tested at varying levels of rigor:
- Manual testing in Claude.ai - Run queries directly and observe behavior. Fast iteration, no setup required.
- Scripted testing in Claude Code - Automate test cases for repeatable validation across changes.
- Programmatic testing via Skills API - Build evaluation suites that run systematically against defined test sets.
Pro Tip: Iterate on a single task before expanding. The most effective skill creators iterate on a single challenging task until Claude succeeds, then extract the winning approach into a skill.
Recommended Testing Approach
1. Triggering Tests
Goal: Ensure your skill loads at the right times.
Should trigger:
- "Help me set up a new ProjectHub workspace"
- "I need to create a project in ProjectHub"
- "Initialize a ProjectHub project for Q4 planning"
Should NOT trigger:
- "What's the weather in San Francisco?"
- "Help me write Python code"
- "Create a spreadsheet"2. Functional Tests
Goal: Verify the skill produces correct outputs.
Test: Create project with 5 tasks
Given: Project name "Q4 Planning", 5 task descriptions
When: Skill executes workflow
Then:
- Project created in ProjectHub
- 5 tasks created with correct properties
- All tasks linked to project
- No API errors3. Performance Comparison
Goal: Prove the skill improves results vs. baseline.
Without skill:
- User provides instructions each time
- 15 back-and-forth messages
- 3 failed API calls requiring retry
- 12,000 tokens consumed
With skill:
- Automatic workflow execution
- 2 clarifying questions only
- 0 failed API calls
- 6,000 tokens consumedUsing the skill-creator
The skill-creator skill - available in Claude.ai and Claude Code - helps build and iterate on skills:
- Creating: Generates skills from natural language descriptions with properly formatted SKILL.md
- Reviewing: Flags common issues, suggests test cases
- Iterating: After encountering edge cases, bring examples back for improvement
Iteration Based on Feedback
Skills are living documents. Plan to iterate based on:
Under-triggering Signals
- Skill doesn't load when it should
- Users manually enabling it
- Support questions about when to use it
Solution: Add more detail and keywords to the description
Over-triggering Signals
- Skill loads for irrelevant queries
- Users disabling it
- Confusion about purpose
Solution: Add negative triggers, be more specific
Execution Issues
- Inconsistent results
- API call failures
- User corrections needed
Solution: Improve instructions, add error handling
Distribution
Current Distribution Model
For individual users:
- Download the skill folder
- Zip the folder (if needed)
- Upload to Claude.ai via Settings > Capabilities > Skills
- Or place in Claude Code skills directory
Organization-level:
- Admins can deploy skills workspace-wide
- Automatic updates
- Centralized management
Using Skills via API
For programmatic use cases - building applications, agents, or automated workflows:
/v1/skillsendpoint for listing and managing skills- Add skills to Messages API requests via
container.skillsparameter - Version control through the Claude Console
- Works with the Claude Agent SDK
Recommended Approach
- Host on GitHub - Public repo, clear README, example usage with screenshots
- Document in your MCP repo - Link to skills, explain combined value
- Create an installation guide with step-by-step instructions
Troubleshooting
Skill Won't Upload
Error: "Could not find SKILL.md"
- Rename to SKILL.md (case-sensitive)
Error: "Invalid frontmatter"
- Verify
---delimiters are present - Check for unclosed quotes
Error: "Invalid skill name"
- Use kebab-case only
Skill Doesn't Trigger
Symptom: Skill never loads automatically.
Quick checklist:
- Is the description too generic?
- Does it include trigger phrases users would actually say?
- Does it mention relevant file types if applicable?
Debugging: Ask Claude: "When would you use the [skill name] skill?" Claude will quote the description back. Adjust based on what's missing.
Skill Triggers Too Often
Solutions:
- Add negative triggers in the description
- Be more specific about the scope
- Clarify what the skill is NOT for
Instructions Not Followed
Common causes:
- Instructions too verbose - Keep concise, use bullet points and lists
- Instructions buried - Put critical instructions at the top
- Ambiguous language - Be specific and explicit
Advanced technique: For critical validations, consider bundling a script that performs the checks programmatically. Code is deterministic; language interpretation isn't.
Large Context Issues
Causes: Skill content too large, too many skills enabled simultaneously
Solutions:
- Keep SKILL.md under 5,000 words
- Move detailed docs to references/
- Enable skills selectively (avoid 20-50+ active simultaneously)
Resources
- Skills Documentation - Official docs
- GitHub: anthropics/skills - Examples
- Claude Developers Discord - Community