python-poetry / python-poetry/poetry-plugin-shell

Poetry Fails to Install/Update more-itertools on macOS

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Description

When running poetry self add poetry-plugin-shell, Poetry attempts to update more-itertools (from 10.5.0 -> 10.6.0), but fails with the error:

Command '['/opt/homebrew/Cellar/poetry/2.0.1/libexec/bin/python', 
'/opt/homebrew/Cellar/poetry/2.0.1/libexec/lib/python3.13/site-packages/virtualenv/seed/wheels/embed/pip-24.3.1-py3-none-any.whl/pip', 
'uninstall', 'more-itertools', '-y']' returned non-zero exit status 1.

The error indicates that more-itertools is not installed, yet Poetry still tries to uninstall it, leading to a failure.

Expected Behavior

Poetry should correctly detect whether more-itertools is installed and handle the update properly. If it’s not installed, it should install it rather than attempting an uninstall.

Environment Details

  • OS: macOS (Apple Silicon)
  • Python Version: 3.13.1 (Installed via Homebrew)
  • Poetry Version: 2.0.1
  • Package Manager: Homebrew
  • Virtualenv: Poetry-managed

Steps to Reproduce

brew install python@3.13
curl -sSL https://install.python-poetry.org | python3 -
poetry self add poetry-plugin-shell

Suggested Fix

  • Poetry should check if a package is installed before attempting to uninstall it.
  • Ensure Poetry respects system-installed packages and does not conflict with Homebrew-managed dependencies.

Contributor guide

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First steps

  1. Read the whole issue, then the project's contributing guide.
  2. Comment on the issue to say you are picking it up — it saves two people doing the same work.
  3. Fork the repository and make your change on a branch.
  4. Open a pull request that references the issue number.

Research direction

Start by running the reported macOS Apple Silicon reproduction with Python 3.13.1, Homebrew Poetry 2.0.1, and poetry self add poetry-plugin-shell. Trace the self-add update of more-itertools and compare the installed-package state with the attempted uninstall; done means the command handles both installed and absent packages without the reported failure.

Written by the indexing model from the issue text.

Assessment

Tech stack
python
Domain
cli, tooling
Issue type
Bug
Difficulty
4/5
Estimated time
3-5 days
Activity status
Stale
Clarity
Mostly clear
Newbie friendliness
42/100

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