What context to preserve

Carry forward the current blocked task, the prior route already used, the most relevant earlier attempt, and the consequence that still matters now.

That gives support enough continuity without forcing every update to re-include all earlier surrounding detail.

What context can stay shorter

You can usually summarize stable background briefly when the real change is a new fact, a new blocker, or a clearer consequence.

This keeps follow-up updates readable, privacy-conscious, and more useful than a giant repeated dump.