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claude-engineering-plugin/docs/brainstorms/2026-03-26-merge-deepen-into-plan-requirements.md

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2026-03-26 merge-deepen-into-plan

Merge Deepen-Plan Into ce:plan

Problem Frame

The ce:plan and deepen-plan skills form a sequential workflow where the user is offered a choice ("want to deepen?") that they can't evaluate better than the agent can. When deepen-plan runs, it already evaluates whether deepening is warranted and gates itself accordingly. The user decision adds friction without adding value.

With current model capabilities, the original concern about over-investing in planning is no longer a meaningful risk — the deepening skill already self-gates on scope and confidence scoring.

Requirements

  • R1. ce:plan automatically evaluates and deepens its own output after the initial plan is written, without asking the user for approval.
  • R2. When deepening runs, ce:plan reports what sections it's strengthening and why (transparency without requiring a decision).
  • R3. Deepening is skipped for Lightweight plans unless high-risk topics are detected (preserving the existing gate logic from deepen-plan).
  • R4. For Standard and Deep plans, ce:plan scores confidence gaps using deepen-plan's checklist-first, risk-weighted scoring. If no gaps exceed the threshold, it reports "confidence check passed" and moves on.
  • R5. When gaps are found, ce:plan dispatches targeted research agents (deepen-plan's deterministic agent mapping) to strengthen only the weak sections.
  • R6. The deepen-plan skill is removed as a standalone command. Re-deepening an existing plan is handled by re-running ce:plan in resume mode. In resume mode, ce:plan applies the same confidence-gap evaluation as on a fresh plan — it deepens only if gaps warrant it, unless the user explicitly requests deepening.
  • R7. The "Run deepen-plan" post-generation option in ce:plan is removed. Post-generation options become simpler.

Success Criteria

  • ce:plan produces plans at least as strong as the old ce:plan + manual deepen-plan flow
  • Users never need to decide whether to deepen — the agent handles it
  • Users see what's being strengthened (no black box)
  • One fewer skill to know about, simpler workflow
  • No regression in plan quality for any scope tier (Lightweight, Standard, Deep)

Scope Boundaries

  • This does not change what deepening does — only where it lives and who decides to run it
  • No changes to the deepening logic itself (confidence scoring, agent selection, section rewriting)
  • No changes to ce:brainstorm or ce:work
  • The planning boundary (no code, no commands) is preserved
  • deepen-plan scratch space (.context/compound-engineering/deepen-plan/) moves under ce:plan's namespace

Key Decisions

  • Agent decides, user informed: The agent evaluates whether deepening adds value and proceeds automatically. The user sees a brief status message about what's being strengthened but doesn't approve it. Why: the user can't evaluate this better than the agent, and the existing gate logic already prevents wasteful deepening.
  • No standalone deepen command: Re-deepening existing plans is handled through ce:plan's resume mode. Why: simpler mental model, one entry point for all planning work.
  • Absorb, don't invoke: The deepening logic is folded into ce:plan as a new phase rather than ce:plan invoking deepen-plan as a sub-skill. Why: eliminates a skill boundary and simplifies maintenance.

Outstanding Questions

Deferred to Planning

  • [Affects R1][Technical] Where exactly in ce:plan's phase structure should the confidence check and deepening phase land — as a new Phase 5 before the current post-generation options, or integrated into Phase 4 (plan writing)?
  • [Affects R6][Technical] How should ce:plan's resume mode distinguish "resume an incomplete plan" from "re-deepen a completed plan"? Likely frontmatter-based (deepened: YYYY-MM-DD presence).
  • [Affects R5][Technical] Should deepen-plan's artifact-backed research mode (for larger scope) use .context/compound-engineering/ce-plan/deepen/ or a per-run subdirectory?

Next Steps

-> /ce:plan for structured implementation planning