Continuous Context Update

One habit I take for granted when utilising Claude Code is how I continuously update the context. As you develop systems, overcome challenges, perform research you must update the corresponding Claude.md (project-wide instructions and context), create feature.md files (specific functionality documentation) or create module specific Claude.md files (targeted guidance for subsystems).

Don't just Clear the Context Window

The absolute no-no is clearing or compacting your context before you ask Claude to strategically update your Claude.md files or build feature specific .md files which could be used to debug functionality in the future.

Particularly I ask Claude to document quirks which could be important to know in the future when a human or himself needs to debug a piece of functionality.

Implementation Strategy

During Development

Document quirks - Note unusual behaviors or edge cases
Record solutions - Keep track of what worked and what didn't
Update patterns - Evolve your approaches based on learnings
Preserve context - Don't prematurely clear valuable session information

What to Document

Debugging insights - Solutions to problems you encountered
System quirks - Unexpected behaviors or requirements
Integration challenges - How different parts work together
Performance considerations - What affects speed or efficiency
Configuration gotchas - Settings that cause issues

The Future Self Investment

By maintaining continuous context updates, you're investing in faster debugging as solutions are already documented, better consistency with patterns preserved across sessions, knowledge retention where important insights don't get lost, and improved collaboration where others can understand your system quickly.

Knowledge Investment

Continuous context updating is like compound interest for AI collaboration. Every documented quirk and solution today saves hours of debugging tomorrow. Treat your Claude.md as institutional memory.