Dynamic context injection

Systematic Debugging

A systematic approach to debugging that ensures you understand the root cause before attempting fixes. This reduces thrashing, prevents new bugs, and saves time.

When to Use

Use this skill when you encounter:

• Error messages or stack traces in conversation
• Test failures being discussed
• "Not working", "bug", "broken", or "unexpected behavior" mentioned
• Questions like "why is this happening?" or "help me debug"
• User reports something failing after changes
• Performance problems or build failures

This skill provides structure to prevent:

• Random fixes without understanding root cause
• Multiple simultaneous changes that can't be isolated
• Skipping tests and manual verification
• Thrashing when 3+ fixes have failed

Examples

Test Failure

"This test is failing: AssertionError: Expected 200 but got 500"
"help me debug this failing test suite"
"Why is the user auth test suddenly broken?"

Runtime Error

"I'm getting TypeError: Cannot read property 'x' of undefined"
"This worked yesterday but now throws an error"
"Something's broken after my refactor"

Build/CI Issues

"The CI pipeline is failing randomly"
"Build works locally but fails in production"
"Getting intermittent failures in our deployment"

Core Workflow

1. Capture Error Context

Gather information about the problem:

• Read error messages and stack traces completely
• Note line numbers, file paths, error codes
• Check logs for additional context
• Understand what the system is telling you

2. Identify Reproduction Steps

Can you trigger the issue reliably?

• What are the exact steps to reproduce?
• Does it happen every time or intermittently?
• What conditions trigger it?
• If not reproducible: gather more data, don't guess

3. Isolate Failure Location

Where exactly does the problem occur?

• Trace the data flow to find where it breaks
• Check recent changes that could cause this
• Use diagnostic logging for multi-component systems
• Identify the specific component or function failing

4. Implement Minimal Fix

Address the root cause, not the symptom:

• Form a clear hypothesis: "I think X is causing this because Y"
• Make the smallest possible change to test
• One variable at a time
• No "while I'm here" improvements

5. Verify Solution

Confirm it actually works:

• Does the fix resolve the issue?
• Are tests passing?
• No other tests broken?
• Can you still reproduce the problem?

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⚠️ Stop Signs: Read Before Proceeding

If you catch yourself thinking any of these, STOP and return to step 1:

Thought	What To Do Instead
"Quick fix for now, investigate later"	Investigate now. Quick fixes create new bugs.
"Just try changing X and see if it works"	Form a hypothesis first. Test one variable at a time.
"Add multiple changes, run tests"	One change at a time. Otherwise you can't isolate what worked.
"Skip the test, I'll manually verify"	Write the test. Untested fixes don't stick.
"It's probably X, let me fix that"	Verify X is the root cause before fixing.
"One more fix attempt" (after 2+ failures)	Stop. 3+ failed fixes usually means architectural problem.

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When You've Tried 3+ Fixes

Pattern indicating deeper problem:

• Each fix reveals a new issue elsewhere
• Fixes require massive refactoring to implement
• You're fixing symptoms, not root cause
• Each "solution" creates new problems

Stop and question fundamentals:

• Is this approach fundamentally sound?
• Should we refactor architecture instead?
• Are we "sticking with it through sheer inertia"?
• Discuss with user before attempting Fix #4

This is not a failed hypothesis—this is likely a wrong architecture.

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For Multi-Component Systems

When debugging across layers (CI → build → deploy, API → service → database):

Add diagnostic logging at each boundary before fixing:

# At each component boundary:
# - Log what data enters the component
# - Log what data exits the component
# - Verify environment/config propagation
# - Check state at each layer

# Run once to identify WHERE it breaks
# THEN analyze evidence to identify failing component
# THEN investigate that specific component

Example (multi-layer system):

# Layer 1: Workflow
echo "=== Secrets available in workflow: ==="
echo "IDENTITY: ${IDENTITY:+SET}${IDENTITY:-UNSET}"

# Layer 2: Build script
echo "=== Env vars in build script: ==="
env | grep IDENTITY || echo "IDENTITY not in environment"

# Layer 3: Signing script
echo "=== Keychain state: ==="
security list-keychains
security find-identity -v

# This reveals: Which layer fails

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Common Debugging Pitfalls

Pitfall	Why It's Problematic	Better Approach
Fixing without understanding	You treat symptoms, not causes	Always identify root cause first
Multiple changes at once	Can't isolate what worked	One variable at a time
Assuming without verifying	Wastes time on wrong fixes	Verify hypotheses with data
Skipping tests	Fixes don't stick	Write tests before fixing
Ignoring error messages	Solutions often in the error	Read errors completely
Rushing under pressure	Guarantees rework	Systematic is faster than thrashing

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What Success Looks Like

✅ You understand exactly WHAT is broken and WHY ✅ You can reproduce the issue consistently ✅ Your fix addresses root cause, not symptom ✅ Tests pass and issue is resolved ✅ No new bugs introduced ✅ You've prevented similar issues

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Integration with Base Plugin

This skill works alongside other Base plugin capabilities:

• crafting-commits: Document debugging findings in commit messages
• workflow-orchestrator: Coordinate debugging workflows with quality gates
• /commit: Create commits that reference resolved issues

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Philosophy

Systematic debugging is faster than random fixes.

From real debugging sessions:

• Systematic approach: 15-30 minutes to fix
• Random fixes approach: 2-3 hours of thrashing
• First-time fix rate: 95% vs 40%
• New bugs introduced: Near zero vs common

Core principle: Understand before you fix.

Limitations

• Requires reproducible issues for systematic investigation
• Intermittent/timing-dependent bugs may need additional monitoring strategies
• Environmental issues (external dependencies, network) may not have root causes in code
• Complex distributed systems may require specialized debugging tools beyond this scope
• Not a substitute for proper logging, observability, and monitoring infrastructure

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Rationale: This skill provides systematic debugging structure while remaining pragmatic. Use when helpful, adapt to the situation, skip when the issue is straightforward.