Oracle Planning via CLI

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Oracle leverages the `@steipete/oracle` CLI tool to submit a complex request (prompt + codebase files) to the GPT-5.2 Codex model, which can reason for 10–60 minutes. It outputs a detailed plan in `plan.md`, which is later converted into YAML specification files. Best for architectural decisions, migration planning, performance optimization, or any planning task exceeding 10 minutes.

Sby Skills Guide Bot
DevelopmentIntermediate
906/2/2026
Claude Code
#deep-planning#oracle-cli#architecture-planning#complex-tasks

Recommended for

Our review

Oracle is a CLI tool that bundles your prompt and codebase files into a single request for GPT-5.2 Codex to generate a detailed plan for complex tasks requiring extended thinking (10-60 minutes).

Strengths

  • Handles complex dependency management across multiple specs
  • Offloads long planning sessions to reduce cognitive load
  • Produces a structured plan ready to be transformed into YAML specs
  • Supports long-running sessions with reattach capability on timeout

Limitations

  • Requires prior installation of the Oracle CLI tool
  • Not suitable for simple tasks or bug fixes
  • Token usage can be high, requiring careful file selection
When to use it

Use Oracle when you need to plan complex tasks with 5+ specs, unclear dependency graphs, or significant architectural decisions.

When not to use it

Do not use it for simple 1-2 spec tasks, clear linear implementations, bug fixes, or quick refactors.

Security analysis

Safe
Quality score90/100

The skill describes using a legitimate third-party CLI tool for automated planning with an LLM. It does not instruct any destructive actions, data exfiltration, or security bypass. The use of npm and file inclusion patterns is standard and does not inherently pose security risks.

No concerns found

Examples

Plan for adding real-time collaboration
Create a detailed implementation plan for adding real-time collaboration (WebSockets) to our project. The project is a task management app built with Next.js and Convex. Requirements include: multiple users editing the same task simultaneously, conflict resolution, presence indicators, and offline support. Output as plan.md using the standard structure.
Migration plan from REST to GraphQL
Create a detailed implementation plan for migrating our backend from REST to GraphQL. The project is a React/Node.js e-commerce app. Requirements include: incremental migration, no downtime, new GraphQL endpoint alongside existing REST, and full test coverage for all GraphQL resolvers. Output as plan.md.
Architecture redesign for microservices
Create a detailed plan for splitting our monolithic Rails app into microservices. The app has 50+ models and 200+ endpoints. Key services needed: user auth, product catalog, payments, and notifications. Output plan.md with phases, tasks, and dependency graph.

name: oracle description: Deep planning via Oracle CLI (GPT-5.2 Codex). Use for complex tasks requiring extended thinking (10-60 minutes). Outputs plan.md for planner to transform into specs.

Oracle

Oracle bundles your prompt + codebase files into a single request for GPT-5.2 Codex. Use it when planning is complex and requires deep, extended thinking.

When to Use Oracle

| Trigger | Why | |---------|-----| | 5+ specs needed | Complex dependency management | | Unclear dependency graph | Needs analysis | | Architecture decisions | Extended thinking helps | | Migration planning | Requires careful sequencing | | Performance optimization | Needs deep code analysis | | Any planning >10 minutes | Offload to Codex |

When NOT to Use Oracle

  • Simple 1-2 spec tasks
  • Clear, linear implementations
  • Bug fixes
  • Quick refactors

Prerequisites

Oracle CLI installed:

npm install -g @steipete/oracle

Or use npx:

npx -y @steipete/oracle --help

Workflow

Step 1: Craft the Prompt

Write to /tmp/oracle-prompt.txt:

Create a detailed implementation plan for [TASK].

## Context
- Project: [what the project does]
- Stack: [frameworks, languages, tools]
- Location: [key directories and files]

## Requirements
[ALL requirements gathered from human]
- [Requirement 1]
- [Requirement 2]
- Features needed:
  - [Feature A]
  - [Feature B]
- NOT needed: [explicit out-of-scope]

## Plan Structure

Output as plan.md with this structure:

# Plan: [Task Name]

## Overview
[Summary + recommended approach]

## Phase N: [Phase Name]
### Task N.M: [Task Name]
- Location: [file paths]
- Description: [what to do]
- Dependencies: [task IDs this depends on]
- Complexity: [1-10]
- Acceptance Criteria: [specific, testable]

## Dependency Graph
[Which tasks run parallel vs sequential]

## Testing Strategy
[What tests prove success]

## Instructions
- Write complete plan to plan.md
- Do NOT ask clarifying questions
- Be specific and actionable
- Include file paths and code locations

Step 2: Preview Token Count

npx -y @steipete/oracle --dry-run summary --files-report \
  -p "$(cat /tmp/oracle-prompt.txt)" \
  --file "src/**" \
  --file "!**/*.test.*" \
  --file "!**/*.snap" \
  --file "!node_modules" \
  --file "!dist"

Target: <196k tokens

If over budget:

  • Narrow file selection
  • Exclude more test/build directories
  • Split into focused prompts

Step 3: Run Oracle

npx -y @steipete/oracle \
  --engine browser \
  --model gpt-5.2-codex \
  --slug "vertical-plan-$(date +%Y%m%d-%H%M)" \
  -p "$(cat /tmp/oracle-prompt.txt)" \
  --file "src/**" \
  --file "convex/**" \
  --file "!**/*.test.*" \
  --file "!**/*.snap" \
  --file "!node_modules" \
  --file "!dist"

Why browser engine:

  • GPT-5.2 Codex runs take 10-60 minutes (normal)
  • Browser mode handles long runs
  • Sessions stored in ~/.oracle/sessions
  • Can reattach if timeout

Step 4: Monitor

Tell the human:

Oracle is running. This typically takes 10-60 minutes.
I will check status periodically.

Check status:

npx -y @steipete/oracle status --hours 1

Step 5: Reattach (if timeout)

If the CLI times out, do NOT re-run. Reattach:

npx -y @steipete/oracle session <session-id> --render > /tmp/oracle-result.txt

Step 6: Read Output

Oracle writes plan.md to current directory. Read it:

cat plan.md

Step 7: Transform to Specs

Convert Oracle's phases/tasks → spec YAML files:

| Oracle Output | Spec YAML | |---------------|-----------| | Phase N | Group of related specs | | Task N.M | Individual spec file | | Dependencies | pr.base field | | Location | building_spec.files | | Acceptance Criteria | verification_spec |

File Attachment Patterns

Include:

--file "src/**"
--file "prisma/**"
--file "convex/**"

Exclude:

--file "!**/*.test.*"
--file "!**/*.spec.*"
--file "!**/*.snap"
--file "!node_modules"
--file "!dist"
--file "!build"
--file "!coverage"
--file "!.next"

Default ignored: node_modules, dist, coverage, .git, .turbo, .next, build, tmp

Size limit: Files >1MB are rejected

Prompt Templates

For Authentication

Create a detailed implementation plan for adding authentication.

## Context
- Project: [app name]
- Stack: Next.js, Prisma, PostgreSQL
- Location: src/pages/api/ for API, src/components/ for UI

## Requirements
- Methods: Email/password + Google OAuth
- Roles: Admin and User
- Features: Password reset, email verification
- NOT needed: 2FA, SSO

## Plan Structure
[standard structure]

For API Development

Create a detailed implementation plan for building a REST API.

## Context
- Project: [app name]
- Stack: [framework]
- Location: src/api/ for routes

## Requirements
- Resources: [entities]
- Auth: [method]
- Rate limiting: [yes/no]
- NOT needed: [out of scope]

## Plan Structure
[standard structure]

For Migration

Create a detailed implementation plan for migrating [from] to [to].

## Context
- Current: [current state]
- Target: [target state]
- Constraints: [downtime, rollback needs]

## Requirements
- Data to migrate: [what]
- Dual-write period: [yes/no]
- Rollback strategy: [required]

## Plan Structure
[standard structure]

Important Rules

  1. One-shot execution - Oracle doesn't interact, just outputs
  2. Always gpt-5.2-codex - Use Codex model for coding tasks
  3. File output: plan.md - Always outputs to current directory
  4. Don't re-run on timeout - Reattach to session instead
  5. Use --force sparingly - Only for intentional duplicate runs

After Oracle Runs

  1. Read plan.md
  2. Review phases and tasks
  3. Present breakdown to human for approval
  4. Transform to spec YAMLs
  5. Continue planner workflow
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