Deepworkplan Addon Dependency Upgrade

DeepWorkPlan — Dependency-Upgrade Addon

Safely bring a repo's dependencies up to date with a batched, validated, revertible workflow. This is the methodology's third opt-in addon — it is never required for a repo to be AI-first.

The rule that overrides everything: REASON about the package manager, then upgrade

The legacy version of this workflow assumed npm. It does not. The first job is to detect the repo's actual package manager from the manifest and lockfile that exist (see SPEC.md §2 and templates/ecosystems.md), then drive that manager's real upgrade and install commands. Never run ncu/pnpm in a Go, Rust, Python, Ruby, or PHP repo. Never assume a lockfile you have not seen.

Read these first (all relative inside the skill)

• SPEC.md — the normative (RFC-2119) contract: detection, semver classification, batched-upgrade rule, validate-after-each-batch gate, revert-on-failure rule, reconcile-don't-clobber, validation step.
• templates/ecosystems.md — the per-ecosystem reasoning table: how to detect each manager and its real detect / classify / upgrade / install / lockfile commands. Match the row for the detected stack as a checklist, then verify against the real repo — detected reality wins.
• templates/upgrade-report.md — the report shape to summarize what was upgraded, skipped, reverted, and validated.
• templates/lib-upgrade-command.md — the /lib-upgrade delegator this addon installs into the target repo's .agents/commands/ only when accepted.
• ../README.md — the addon mechanism (opt-in, reconcile-don't-clobber, contract).

When this runs

• From onboard Phase 7b — after the core AI-first scaffolding, onboard offers this addon; if accepted it reads this SKILL and runs the flow below.
• Directly — /deepworkplan-addon-dependency-upgrade on an already-onboarded repo to upgrade dependencies, or via the installed /lib-upgrade delegator.

The flow

Step 0 — Consent + clean tree

1. Confirm the developer wants a dependency upgrade (skip silently if declined — the repo stays baseline-conformant).
2. Require a clean (or backed-up) working tree. Run git status; if there are uncommitted changes, ask the developer to commit or stash first. A clean tree is what makes a batch revertible (Step 4).

Step 1 — Detect the package manager (the part you MUST reason about)

Detect the manager(s) from the manifest + lockfile that actually exist, never by assuming npm. Use templates/ecosystems.md:

• JS/TS → package.json + which lockfile: pnpm-lock.yaml (pnpm), yarn.lock (yarn), package-lock.json (npm). ncu is the cross-manager version checker; the install/update verb is the detected manager's.
• Python → pyproject.toml + poetry.lock (poetry) / uv.lock (uv); requirements*.txt (pip / pip-tools); Pipfile.lock (pipenv).
• Rust → Cargo.toml + Cargo.lock (cargo update).
• Go → go.mod + go.sum (go get -u / go get per module + go mod tidy).
• Ruby → Gemfile + Gemfile.lock (bundle update).
• PHP → composer.json + composer.lock (composer update).

A repo MAY have more than one ecosystem (e.g. a JS frontend + a Python service). Handle each ecosystem with its own manager, in its own batches.

Step 2 — Classify upgrades (patch / minor / major)

For every outdated dependency, classify by semver against the version in the manifest/lockfile:

• patch X.Y.Z → X.Y.(Z+1) — safest (bug fixes).
• minor X.Y.Z → X.(Y+1).0 — usually safe (additive, backward-compatible).
• major X.Y.Z → (X+1).0.0 — breaking changes possible.

Group patch + minor as the auto-batchable set. Majors require explicit developer approval before inclusion (present them and wait). Upgrade tightly coupled packages together (e.g. typescript + its plugins; a framework + its companion packages) so a peer-dependency constraint is not split across batches.

Step 3 — Upgrade in safe batches

Apply upgrades in small, coherent batches — never all at once (that makes a failure impossible to isolate). A reasonable order: patch batch → minor batch → each approved major on its own. For each batch, run the detected manager's update-manifest + install commands (e.g. ncu -u --target minor then the manager's install; cargo update -p <crate>; go get <module>@latest; poetry update <pkg>; bundle update <gem>; composer update <pkg>). The lockfile is regenerated by the manager — never hand-edit it.

Step 4 — Validate after EACH batch (the gate)

After every batch, run the repo's real validation gate — the commands the repo actually uses, discovered from AGENTS.md Quick Commands / docs/DEVELOPMENT_COMMANDS.md / the manifest's scripts, or the devcontainer's codecheck/check/fix/test aliases if that addon is present. Examples: pnpm run biome:check && pnpm run astro:check && pnpm run build; ruff check && mypy && pytest; cargo test; go build ./... && go test ./...; bundle exec rspec; composer test. Never invent a gate — use the repo's real one.

Step 5 — Revert a failing batch

If the gate fails for a batch, revert just that batch and continue: restore the manifest and lockfile (git checkout -- <manifest> <lockfile>), re-run install to resync, confirm the gate passes again, then record the batch as skipped/failed with the reason. Optionally retry the batch one package at a time to isolate the culprit. A failing major is set aside, not forced.

Step 6 — Summarize

Produce the report from templates/upgrade-report.md: upgraded (by tier), skipped (with reason), reverted (with the failing gate), the manager(s) used, the files changed (manifest + lockfile), and recommended follow-ups. Do not commit automatically — surface the diff and let the developer commit (suggest chore(deps): …).

Failure-mode guardrails

• Never required, never blocking. If the developer declines, stop cleanly.
• Reason about the manager. Never run npm/ncu in a non-JS repo; never assume a lockfile you have not seen.
• Never all-at-once. Batch so a failure is isolable and revertible.
• Real gate only. Validate with the repo's actual commands, never a guess.
• Revert, don't push through. A failing batch is reverted and recorded, never force-installed past a broken gate.
• Don't hand-edit lockfiles. The manager owns them; regenerate via install.
• Don't auto-commit. Surface the diff; the developer commits.

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