CLAUDE.md Progressive Disclosure Optimizer

Analyze and optimize user CLAUDE.md files to reduce context overhead while preserving functionality.

Quick Start

1. Backup the original file first
2. Audit the current state (list all sections with line counts)
3. Classify each section using the criteria below
4. Propose optimizations with before/after comparison table
5. Verify information completeness checklist before executing
6. Execute approved changes
7. Test that moved content remains discoverable

Section Classification

Analyze each section and classify:

Exceptions to Size Guidelines

Even if a section is >50 lines, KEEP in CLAUDE.md if any of these apply:

Rule of thumb: If forgetting the rule could cause production incidents, data loss, or security breaches, keep it visible regardless of length.

Optimization Workflow

Step 0: Backup Original File

CRITICAL: Always create a backup before any changes.

# Create timestamped backup
cp ~/.claude/CLAUDE.md ~/.claude/CLAUDE.md.bak.$(date +%Y%m%d_%H%M%S)

# For project-level CLAUDE.md
cp CLAUDE.md CLAUDE.md.bak.$(date +%Y%m%d_%H%M%S)

If issues found after optimization:

# Restore from backup
cp ~/.claude/CLAUDE.md.bak.YYYYMMDD_HHMMSS ~/.claude/CLAUDE.md

Step 1: Audit Current State

Task Progress:
- [ ] Create backup (Step 0)
- [ ] Read ~/.claude/CLAUDE.md
- [ ] Count total lines
- [ ] List all ## sections with line counts
- [ ] Identify sections >20 lines

Step 2: Classify Each Section

For each section >20 lines, determine:

1. Frequency: How often is this information needed?
2. Complexity: Does it contain code blocks, tables, or detailed steps?
3. Reusability: Could other users benefit from this as a skill?

Step 3: Propose Changes

Present optimization plan in this format:

## Optimization Proposal

**Current**: X lines
**After**: Y lines (Z% reduction)

| Section | Lines | Action | Destination |
|---------|-------|--------|-------------|
| Section A | 50 | Move to references | ~/.claude/references/section_a.md |
| Section B | 80 | Extract to skill | skill-name/ |
| Section C | 5 | Keep | - |

Step 3.5: Pre-execution Verification Checklist

CRITICAL: Before executing any changes, verify information completeness.

For each section being moved or modified:

1. Extract key items to verify:

   • Credentials/passwords/API keys
   • Critical rules ("never do X", "always do Y")
   • Specific values (ports, IPs, URLs, paths)
   • Code snippets that are frequently referenced
   • Cross-references to other sections

2. Create verification checklist:

   ## Verification Checklist for [Section Name]
   
   | Key Item | Original Location | New Location | Verified |
   |----------|-------------------|--------------|----------|
   | Server IP 47.96.x.x | Line 123 | infrastructure.md:15 | [ ] |
   | "Never push to main" rule | Line 45 | Kept in CLAUDE.md | [ ] |
   | Login credentials | Line 200 | api-login.md:30 | [ ] |

3. Check cross-references:

   • If Section A references Section B, ensure links work after moving
   • Update any relative paths to absolute paths if needed

Step 4: Execute Changes

After user approval AND verification checklist complete:

1. Create reference files in ~/.claude/references/
2. Update CLAUDE.md with pointers to moved content
3. Create skills if applicable
4. Verify each checklist item exists in new location
5. Report final line count

Step 5: Post-optimization Testing

Verify that Claude can still discover moved content:

1. Test discoverability - Ask questions that require moved content:

   Test queries to run:
   - "How do I connect to the production database?"
   - "What are the deployment steps for [service]?"
   - "Show me the credentials for [system]"

2. Verify pointer functionality - Each "See reference.md" link should work:

   # Check all referenced files exist
   grep -oh '`~/.claude/references/[^`]*`' ~/.claude/CLAUDE.md | \
     sed 's/`//g' | while read f; do
       eval test -f "$f" && echo "✓ $f" || echo "✗ MISSING: $f"
     done

3. Compare with backup - Ensure no unintended deletions:

   diff ~/.claude/CLAUDE.md.bak.* ~/.claude/CLAUDE.md | grep "^<" | head -20

4. Document results:

   ## Optimization Results
   
   | Metric | Before | After |
   |--------|--------|-------|
   | Total lines | X | Y |
   | Reduction | - | Z% |
   | References created | - | N files |
   | Skills extracted | - | M skills |
   
   **Verification**: All N checklist items verified ✓
   **Testing**: All K test queries returned correct information ✓

Reference File Format

When moving content to ~/.claude/references/:

# [Section Title]

[Full original content, possibly enhanced with additional examples]

CLAUDE.md Pointer Format

Replace moved sections with:

## [Section Title]

[One-line summary]. See `~/.claude/references/[filename].md`

Best Practices

• Keep core principles visible: Rules like "never do X" should stay in CLAUDE.md
• Group related references: Combine small related sections into one reference file
• Preserve quick commands: Keep frequently-used command snippets in CLAUDE.md
• Test after optimization: Ensure Claude can still find moved information

Common Patterns

Pattern: Infrastructure/Credentials

Before: Full API examples, deployment scripts, server lists After: One-line pointer to ~/.claude/references/infrastructure.md

Pattern: Code Generation Rules

Before: 50+ lines of coding standards with examples After: Keep bullet-point rules, move examples to references

Pattern: Reusable Workflows

Before: Complete scripts embedded in CLAUDE.md After: Extract to skill with scripts/ directory

Project-Level vs User-Level CLAUDE.md

This skill handles both types, but strategies differ:

User-Level (~/.claude/CLAUDE.md)

Project-Level (/path/to/project/CLAUDE.md)

Key Differences

1. Reference paths: Use relative paths for project-level (docs/best-practices/)
2. Git considerations: Project references are versioned with code
3. Team alignment: Project CLAUDE.md should reflect team consensus
4. Update frequency: Project-level changes more often as code evolves

Project-Level Pointer Format

## [Section Title]

[Summary]. See `docs/06-best-practices/[topic].md`

Note: For project CLAUDE.md, prefer docs/ over hidden directories for discoverability by human team members.