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/strategic-context-compaction

Use when deciding whether to compact agent context -- the window is filling up, you are about to switch from one phase to another (research, planning, implementation, debugging), a failed approach left dead-end reasoning, or a previous mid-task compaction lost critical state.

From plugin
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Install
$ npx -y skills add yeaight7/agent-powerups --skill strategic-context-compaction --agent claude-code

How it fires

How this skill gets triggered: by you, by Claude, or both.

  • Fires itselfAuto-invocation. Claude auto-loads it when your prompt matches the work.Auto-invocation is when the right skill fires by itself at the right moment, driven by a FLOW.md router and a hook, instead of you invoking it by name. It is the difference between a skill being installed and a skill actually getting used.Read the full definition →
  • You can call itInvoke it directly when you want it.
  • Slash command/strategic-context-compaction

Context preview

The summary Claude sees to decide when to auto-load this skill.

Use when deciding whether to compact agent context -- the window is filling up, you are about to switch from one phase to another (research, planning, implementation, debugging), a failed approach left dead-end reasoning, or a previous mid-task compaction lost critical state.

SKILL.md

strategic-context-compaction.SKILL.md
name: strategic-context-compaction
description: Use when deciding whether to compact agent context -- the window is filling up, you are about to switch from one phase to another (research, planning, implementation, debugging), a failed approach left dead-end reasoning, or a previous mid-task compaction lost critical state.

Purpose

Compact at logical boundaries to preserve high-value context while clearing noise. Arbitrary or mid-task compaction loses critical state -- file paths, variable names, partial reasoning -- that is expensive to reconstruct.

When to Use

  • The context window is filling and you are at a phase boundary (research, planning, implementation, debugging)
  • A failed approach left dead-end reasoning that pollutes the next attempt
  • You are starting a conceptually distinct task in the same session
  • A prior mid-task compaction dropped state you then had to rebuild

Inputs

  • The current session state and which phase transition is approaching
  • Knowledge of what is already saved durably (task list, files, git, memory) versus only in conversation

Workflow

1. **Decide whether to compact by transition.** Use the boundary table; default to NOT compacting mid-work.

| Transition | Compact? | Reason | | --- | --- | --- | | Research -- Planning | Yes | Research context is bulky; the plan is the distilled output | | Planning -- Implementation | Yes | Plan is saved in tasks/files; context is free to reset | | Implementation -- Testing | Maybe | Keep if tests reference recent code; compact if switching focus area | | Debugging -- Next feature | Yes | Debug traces pollute unrelated work | | Mid-implementation | No | Losing file paths, variable names, partial state is costly | | After a failed approach | Yes | Clear dead-end reasoning before trying a new approach |

2. **Save anything you cannot reconstruct cheaply before compacting.**

  • Write the plan to a task list or file before compacting after research
  • Commit or stash work-in-progress code before compacting after debugging
  • Note key file paths in the next prompt if they will be needed again

3. **Know what survives versus what is lost.** Anything in the Lost column must be persisted in step 2 first.

| Survives | Lost | | --- | --- | | CLAUDE.md / AGENTS.md instructions | Intermediate reasoning | | Task list (TodoWrite) | File contents read in session | | Files on disk | Tool call history | | Git state | Verbally stated preferences | | Memory files | Multi-step conversation context |

4. **Compact with an intent-carrying summary prompt, then restore.**

  • Do not compact to "clean up" during active multi-file implementation
  • Pass forward intent, e.g. `/compact -- now implementing auth middleware per plan`
  • After compaction, re-read the task list or plan file to restore intent

Output

  • A compaction decision (do it now / wait until the next boundary) with the reason
  • A pre-compaction save of any non-reconstructible state (plan file, commit/stash, noted paths)
  • A summary prompt that carries intent into the cleared context

Token Awareness

  • Each loaded skill adds 1-5K tokens to context; load skills on demand, not at session start
  • CLAUDE.md / AGENTS.md are always loaded -- keep them lean
  • Duplicate instructions (root config plus plugin skill) are the most common waste

Verification

  • [ ] The chosen action matches the transition table -- no compaction during active multi-file implementation
  • [ ] Everything in the Lost column that is still needed was persisted (file, commit/stash, or next prompt) before compacting
  • [ ] The compact prompt carries forward intent rather than clearing blindly
  • [ ] After compaction, the task list or plan file was re-read to restore intent

Failure Modes

  • **Mid-task compaction** — compacting during active multi-file work and losing paths, variable names, and partial state that must then be rebuilt.
  • **Compacting before saving** — clearing context while the plan, WIP code, or key paths live only in conversation and not on disk or in tasks.
  • **Blind compaction** — using `/compact` with no intent summary, so the cleared session has no direction and re-derives the goal.
  • **Skipping the restore step** — not re-reading the task list or plan after compaction, then drifting from the original intent.
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