Work Planning

Turn "build the feature" into a sequence of small, checkable steps where each one can finish and be verified on its own. A plan exposes hidden dependencies, ordering mistakes, and unknowns before they become mid-build surprises — when changing a paragraph is cheap.

Planning is not bureaucracy — it's the cheapest place to discover that the API must ship before the UI, the migration blocks everything, or nobody owns the open question.

Plan phase chain: [[spec-first]] (what) → work-planning (ordered tasks) → [[incremental-delivery]] (build slice by slice) + [[test-first]] (prove each step). Record lasting decisions in [[decision-docs]]; risky rollouts get [[migration-path]] and [[launch-readiness]] tasks.

Pair with [[context-curation]] — one working set per plan step — and [[git-flow]] for commit/checkpoint rhythm during execution.

When to Use

• Work is more than ~an hour or touches more than a couple of files
• Ordering constraints exist — migration before code, API before UI, flag before exposure
• Multiple people, agents, or sessions will pick up the work
• You need a credible estimate, sprint scope, or shared progress tracker
• Before [[incremental-delivery]] on any non-trivial feature
• Stakeholders ask "how long" or "what's left" — decomposition is the honest answer

Skip for trivial, single-step edits (typo, one-line fix with obvious done state). Skip when [[spec-first]] isn't ready — open must-have questions block a plan that's fiction.

Not a substitute for [[spec-first]] — planning orders the work; it doesn't invent requirements. Not sprint ceremony — Scrum Master facilitates; this skill produces the task breakdown those ceremonies consume.

Process

Work in order. Write the plan where others can see it — ticket, doc, PR description, not your head.

1. Start from an explicit goal and spec

Inputs:

• Spec or ticket with goal, requirements, out-of-scope ([[spec-first]])
• Constraints — deadline, team, feature flags, compliance, backwards compatibility
• Definition of done from spec — observable acceptance criteria

If there's only a one-liner, write a one-paragraph goal + 3 bullets of scope before decomposing — or go back to [[spec-first]].

Goal: Sellers can duplicate a listing as a draft in one click.
Done when: R1–R5 in spec pass in staging + flag off by default.
Out of scope: bulk duplicate (v1).

2. List deliverables — artifacts that must exist

Deliverables are nouns, not activities:

Deliverables:
- POST /listings/:id/duplicate endpoint
- Duplicate button on ListingDetail (owner only)
- Migration: drafts.source_listing_id column
- Analytics event listing.duplicated
- Runbook for feature flag enable

Include non-code artifacts when the spec demands them — docs, alerts, dashboards ([[observability]]).

3. Map dependencies and unknowns

Draw the critical path — what blocks what:

Migration (nullable column) → API can write source_listing_id → UI can call API
Feature flag config → UI button visibility
Open question: copy images sync vs async? → SPIKE before API estimate firm

Schedule riskiest unknowns early — not after easy UI polish ([[incremental-delivery]] walking skeleton).

4. Decompose into tasks — independently verifiable

Each task should be:

• Completable in ≤ 1 day (ideal: half-day) — if fuzzy or bigger, split
• Independently verifiable — clear done check without waiting for the whole feature
• Named as outcome — "Duplicate API returns draft id" not "work on backend"

Split patterns:

Prefer vertical slices in ordering when using [[incremental-delivery]] — each task should enable something demoable or testable, not "all models" with zero behavior.

5. Order tasks — dependency first, not comfort

Order rules:

1. Spikes / proofs for unknowns (time-boxed)
2. Schema / contract that others depend on ([[data-modeling]], [[interface-design]])
3. Walking skeleton — thinnest end-to-end path ([[incremental-delivery]])
4. Expand happy path — remaining requirements
5. Edge cases, error states, polish
6. Hardening — perf, security pass, a11y ([[hardening]], [[accessibility]])
7. Ship tasks — flag, monitoring, rollback doc ([[launch-readiness]])

Don't front-load easy CSS while API shape is unset.

6. Add spikes where you're guessing

A spike is time-boxed learning with a written answer, not production code:

Spike (4h): Copy listing images — sync copy vs async job?
Output: Decision + approach sketch in ticket; tasks 4–6 updated.

Spike outputs: feasibility yes/no, estimate refinement, chosen approach — or escalate to [[spec-first]].

7. Define "done" for every task

Every task needs a check — test, command, or observation:

Vague "done" = task isn't ready. Link to spec requirement IDs when useful ([[spec-first]]).

8. Estimate when needed — after decomposition

Estimates before decomposition are guesses. After:

• Sum tasks with explicit uncertainty on spikes (+range on unknowns)
• Call out sequential vs parallel — two devs can't both own the same blocker chain without coordination
• Include review, QA, deploy if the estimate is for "in prod" not "code complete"
• Prefer relative sizing (S/M/L) per task if hours are political — but map L to "must split"

Bad:  "Feature: 2 weeks"
Good: "8 tasks × 0.5–1d + 4h spike + 1d review/deploy buffer = ~6–8 dev-days"

9. Include the tasks people forget

Checklist — add tasks if the spec requires them:

• [ ] Tests ([[test-first]]) — unit/integration per slice; regression for bugs
• [ ] Migration + backfill + rollback ([[migration-path]])
• [ ] Feature flag / config / env vars documented
• [ ] Observability — logs, metrics, alerts ([[observability]])
• [ ] Security — authz on new endpoints ([[hardening]])
• [ ] Browser verification for UI ([[browser-checks]])
• [ ] Docs / ADR / runbook ([[decision-docs]], [[launch-readiness]])
• [ ] PR self-review + CI ([[git-flow]], [[pipeline-ops]])

Missing rollout tasks is how "code done" ≠ "shipped."

10. Write the plan — format that travels

Keep it in the ticket or linked doc — copy-friendly template:

# Plan: [Feature name]
Goal: …
Spec link: …

## Deliverables
- …

## Dependencies / risks
- …

## Tasks (ordered)
| # | Task | Owner | Done when | Est |
|---|------|-------|-----------|-----|
| 1 | Spike: image copy approach | @dev | Decision doc in ticket | 4h |
| 2 | Migration: source_listing_id | @dev | Staging migrated | S |
| 3 | POST …/duplicate API | @dev | Integration test green | M |
| 4 | Duplicate button + flag | @dev | Browser check passed | M |
| 5 | Launch: flag runbook | @dev | Runbook in wiki | S |

## Out of plan / deferred
- Bulk duplicate → v2

For agents: one current task in focus ([[context-curation]]); complete its done check before advancing.

11. Execute and keep the plan current

During build:

• Mark tasks complete as done checks pass — not when "mostly done"
• Re-plan when reality diverges — new dependency, spike failed, scope cut; update the table
• Don't hide blockers — stuck task → explicit blocker line with owner
• Hand each task to [[incremental-delivery]] loop: implement → verify → commit ([[git-flow]])

A plan nobody updates becomes fiction; a 5-minute re-plan saves days of wrong order.

12. Hand off clearly

When passing to another person or session:

• Current task # and what's done
• Next task with done check
• Open questions with owners
• Branch / PR state ([[git-flow]])

Planning ends when build starts — but the doc lives until all tasks are checked.

Common Rationalizations

• "I'll keep the plan in my head." — No one else sees status; context switch erases it.
• "Planning is overhead." — Ten minutes of ordering saves hours of wrong build order.
• "The tasks are obvious." — Write them; gaps between obvious tasks hide work.
• "We'll estimate once we start." — Decompose first or admit the estimate is a guess.
• "One task: implement feature." — Not a plan; not reviewable; not estimable.
• "We'll add test/deploy tasks at the end." — They won't happen under pressure.
• "Spikes are waste." — Building the wrong architecture is the waste.
• "The spec is the plan." — Spec says what; plan says order, dependencies, and checks.

Red Flags

• Single task: "implement the feature"
• Tasks with no defined done check
• Easy work front-loaded; risky unknown last
• Plan untouched since work started
• No tasks for tests, migration, flags, or rollout
• Parallel tasks on the same critical path without coordination
• Estimate is one number with no task list
• Open spec questions with no spike or owner blocking start
• "Done" means "code written" but not verified
• Plan exists only in chat, not in the ticket

Verification

• [ ] Goal and spec (or equivalent) explicit; out-of-scope noted
• [ ] Deliverables listed as concrete artifacts
• [ ] Dependencies mapped; unknowns have spikes or owners
• [ ] Tasks ≤ ~1 day each, outcome-named, independently verifiable
• [ ] Ordered by dependency; riskiest work early
• [ ] Every task has a concrete done check (test, command, observation)
• [ ] Forgotten-work checklist addressed — tests, migration, ship, observability
• [ ] Estimates grounded in tasks (if estimating)
• [ ] Plan written in a shared place and updated as work progresses
• [ ] Handoff to [[incremental-delivery]] clear — first slice identified