Python Upgrade Workflow

Python Upgrade Workflow

Purpose

Upgrade Python projects without losing track of compatibility, validation, or package-consumer impact.

The practical job is to inventory Python requirements, dependency groups, lockfile state, framework versions, tooling strictness, and public package promises; apply one coherent upgrade slice; then run staged validation and document migration notes when users or contributors need them.

When To Use

• Use this skill when changing requires-python, .python-version, or CI Python versions.
• Use this skill when changing uv.lock.
• Use this skill when upgrading runtime dependencies, optional dependencies, or dependency groups.
• Use this skill when upgrading FastAPI, FastMCP, Pydantic, Ruff, mypy, pytest, or other workflow-shaping tools.
• Use this skill when package consumers, service operators, or contributors may need migration notes.

Source Check

Use repo-local files, checked-out dependency sources, Dash MCP or Dash HTTP for installed docsets, and then official project documentation when Dash/local coverage is missing or stale:

• uv documentation
• Python packaging user guide
• Python package version specifiers
• FastAPI documentation
• FastMCP documentation
• Pydantic documentation
• pytest documentation
• Ruff documentation
• mypy documentation

Upgrade Workflow

1. Inventory current state:

   rg -n "requires-python|dependencies|optional-dependencies|dependency-groups|tool.uv|tool.pytest|tool.ruff|tool.mypy|fastapi|fastmcp|pydantic|pytest|ruff|mypy"
   rg --files -g 'pyproject.toml' -g 'uv.lock' -g '.python-version' -g '.github/workflows/*.yml' -g '.github/workflows/*.yaml'
   

2. Decide upgrade boundary:
   • Python version only
   • runtime dependencies only
   • maintainer tools only
   • framework major or minor upgrade
   • package metadata and compatibility range
   • lockfile refresh without requirement changes
3. Read release notes or migration docs for version jumps that may change behavior.
4. Apply one coherent upgrade slice.
5. Run staged validation:

   uv sync --dev
   uv run pytest
   uv run ruff check .
   uv run mypy .
   

6. Add package build validation when package surfaces exist:

   uv build
   

7. Update docs, CI, release notes, or migration guidance when contributor setup, package requirements, or runtime behavior changes.

Dependency Boundary Notes

Keep dependency changes in the right place:

• runtime imports belong in [project].dependencies
• optional user-facing features belong in [project.optional-dependencies]
• maintainer tools belong in [dependency-groups]
• local workspace relationships belong in [tool.uv.sources]

Do not move tools into runtime dependencies to make CI easier.

Python Version Notes

When changing Python version support:

• update requires-python
• update .python-version when present
• update CI matrices or setup versions
• check lockfile compatibility
• check package classifiers when the repo ships them
• mention migration impact for contributors or package consumers

For public packages, do not narrow supported Python versions without treating it as a compatibility decision.

Framework Notes

For FastAPI, FastMCP, and Pydantic upgrades:

• check startup and lifespan behavior
• check settings and validation behavior
• check generated or mounted MCP surfaces
• run tests that cover app construction and representative endpoints or tools
• update integration guidance when the public app shape changes

For Ruff, mypy, and pytest upgrades:

• separate new tool findings from behavior changes
• avoid broad suppressions
• update config only when the new version requires or justifies it

Output Shape

Return:

1. Upgrade boundary: Python, runtime dependencies, tooling, framework, package metadata, or lockfile.
2. Changed versions: before and after.
3. Compatibility impact: contributors, package consumers, service operators, or none.
4. Validation: exact commands run and results.
5. Docs: migration notes, CI changes, release notes, or none.
6. Residual risk: checks still missing or behavior not covered.

Guardrails

• Do not combine unrelated upgrade families unless the repo already requires one coherent migration.
• Do not refresh lockfiles casually inside unrelated behavior changes.
• Do not narrow Python version support silently.
• Do not suppress new lint or type errors broadly after tool upgrades.
• Do not publish packages or create releases unless the user explicitly asks for that release step.