skills/oakoss/agent-skills/plan-first-development

plan-first-development

SKILL.md

Planning

Overview

Plan-first development methodology where 80%+ of time goes to planning before implementation begins. Planning tokens are cheaper than implementation tokens, and models reason better about a detailed plan that fits their context window than about a sprawling codebase.

When to use: Starting new projects, adding major features, breaking complex work into phases, resuming work after context clears, managing multi-session implementations, coordinating multiple agents on the same codebase.

When NOT to use: Quick bug fixes, one-file changes, exploratory prototyping where requirements are unknown, trivial refactors where the change is obvious.

Quick Reference

Planning Phase Description
1. Initial plan Write goals, intent, workflows, tech stack
2. Iterative refinement 4-5 rounds of review until suggestions plateau
3. Multi-model blend Get competing plans, merge best-of-all-worlds
4. Convert to tasks Self-contained tasks with dependency structure
5. Polish tasks 6+ rounds of cross-model review
Phase Type Scope Max Files Duration
Infrastructure Scaffolding, build config, deployment 3-5 1-3 hours
Database Migrations, schema, seed data 2-4 2-4 hours
API Routes, middleware, validation 3-6 3-6 hours
UI Components, forms, state, styling 4-8 4-8 hours
Integration Third-party services, webhooks 2-4 3-5 hours
Testing E2E tests, integration tests varies 3-6 hours
Pattern Purpose Key Points
When to plan vs build Decision tree by complexity signals Match planning depth to task complexity
Risk assessment Probability x impact matrix Focus on high-risk items first
Session Lifecycle Action
Start Read SESSION.md, check "Next Action", continue
Work Implement, verify, debug (repeat)
Checkpoint Git commit with structured format, update SESSION.md hash
Wrap Update SESSION.md, git checkpoint, set concrete "Next Action"
Resume Read SESSION.md + planning docs, continue from "Next Action"
Document When to Generate
Implementation phases Always -- core plan doc for every project
Session tracking Always -- navigation hub for progress
Database schema 3+ tables
API endpoints 5+ endpoints
Architecture overview Multiple services or complex system boundaries
Critical workflows Complex setup steps, order-sensitive workflows
Good Plan Great Plan
Describes what to build Explains WHY you are building it
Lists features Details user workflows and interactions
Mentions tech stack Justifies tech choices with tradeoffs
Has tasks Has tasks with dependencies and rationale
~500 lines ~3,500+ lines after refinement

Common Mistakes

Mistake Correct Pattern
Starting implementation before planning is complete Spend 80%+ of time on planning; finish all refinement rounds before writing code
Writing vague next actions like "continue API work" Be specific: "Implement PATCH /api/tasks/:id in src/routes/tasks.ts:47"
Session tracking doc over 200 lines Collapse completed phases to summaries; reference planning docs for details
Creating phases with 10+ files Auto-split into sub-phases of 5-8 files that fit in one 2-4 hour session
Single-round plan review Iterate 4-5 rounds until suggestions plateau; use multi-model blending for fresh perspectives
Copying code into session docs Reference file paths and line numbers instead of pasting code
Duplicating planning doc content in session doc Link to sections with anchors; session doc is a navigation hub
No verification criteria on phases Every phase needs specific, testable exit criteria (status codes, user flows, constraints)
Skeleton-first coding before a plan exists One thorough plan beats incremental skeleton-first coding
Planning without prototyping unknown tech Build a spike first for unfamiliar frameworks, then create the plan
Over-planning simple tasks Match planning depth to complexity; skip for trivial work
Not validating assumptions early Run a spike for the riskiest assumption first

Delegation

  • Explore existing codebase for architecture decisions: Use Explore agent to survey file structure, patterns, and dependencies before planning
  • Execute phase implementation with verification: Use Task agent to implement individual phases, run verification criteria, and create checkpoint commits
  • Design architecture and decompose into phases: Use Plan agent to create implementation phases with dependency ordering and gate criteria

References

Weekly Installs
14
GitHub Stars
4
First Seen
Feb 24, 2026
Installed on
claude-code12
opencode11
github-copilot11
codex11
kimi-cli11
gemini-cli11