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pickley

Automate installation of standalone python CLIs

pickley v4.6.1 557.1K downloads/30d#6,013 on PyPI46
Permissive license MIT Active released

What it is and what it does

Pickley is a CLI tool installer that manages standalone Python command-line applications from PyPI. It works zero-configuration out of the box—drop it in ~/.local/bin and install any PyPI package with console_scripts entry points. Unlike pipx, pickley automatically upgrades installed CLIs as you use them, keeping them current without manual intervention. It supports version pinning, pre-releases, git branches, and bundled installations through optional configuration.

The tool is portable: all installations happen in the same folder where pickley itself resides, making it ideal for user-local or system-wide CLI management. It uses click for its command interface and runez for utility functions. Supports modern Python versions (3.10 through 3.14) on macOS, Linux, and Unix systems.

Use it for:

  • Keep tox, hatch, and other development tools automatically up-to-date without manual upgrades or version conflicts.
  • Bootstrap a portable CLI toolkit in ~/.local/bin that self-maintains and works across different machines.
  • Install and manage multiple Python CLIs with version constraints (e.g., 'tox<4') while staying on the latest compatible release.
  • Define bundles to install related CLI tools together (e.g., a 'dev' bundle with tox, pipenv, and pre-commit).
  • Run Python CLIs on-demand with auto-install, similar to uvx but with persistent self-upgrading.
  • Use a custom PyPI server index for air-gapped or private package installations.

Worth the install?

AI-flagged interpretation of the facts on this page — verify before relying

Installs and auto-upgrades standalone Python CLI tools from PyPI into a portable directory, similar to pipx but with automatic self-upgrading as you use them.

Yes. Pickley is actively maintained, has low install friction, carries no known vulnerabilities, and solves a real problem—keeping standalone Python CLIs up-to-date without manual work. It's well-suited for developers who want a portable, zero-config CLI manager. The auto-upgrade feature and bundling support add value over simpler alternatives. Install it if you regularly use multiple Python command-line tools.

Install

pickley on PyPI

pip

pip install pickley

uv

uv add pickley

poetry

poetry add pickley

Installing pickley

Before you install

Low friction: pure Python wheel with only two runtime dependencies (click and runez). Actively maintained with a recent release; last commit 2026-05-11 and status marked active.

License in practice

MIT license is permissive; you can use, modify, and distribute pickley freely with minimal restrictions.

Quickstart

# Bootstrap pickley to ~/.local/bin
curl -fsSL https://raw.githubusercontent.com/codrsquad/pickley/main/src/pickley/bstrap.py | /usr/bin/python3 -

# Install a CLI tool
pickley install tox

# List installed tools
pickley list

Requires Python 3.10 or later; curl and a POSIX-like shell for the bootstrap one-liner.

Verify before relying

  • Whether auto-upgrade on use works reliably across all CLI tools or only those with specific entry-point structures.
  • Performance impact of wrapper-based delivery vs. symlink delivery in real-world workflows.

Package facts

License MIT (permissive)
Python support supports the current Python release (>=3.10)
Install friction low — pure-Python wheel
Runtime dependencies 2 — click, runez
Maintenance actively maintained — 130 days since the last release
Last repo commit
First released
Downloads 557,114/month — #6,013 on PyPI (30-day window, as of 2026-08-14)
Known vulnerabilities none known (OSV.dev, checked 2026-08-14)

Evidence: pickley-4.6.1-py3-none-any.whl

Development Status :: 5 - Production/StableEnvironment :: ConsoleIntended Audience :: DevelopersOperating System :: MacOS :: MacOS XOperating System :: POSIXOperating System :: UnixProgramming Language :: PythonProgramming Language :: Python :: 3Programming Language :: Python :: 3.10Programming Language :: Python :: 3.11Programming Language :: Python :: 3.12Programming Language :: Python :: 3.13Programming Language :: Python :: 3.14Programming Language :: Python :: Implementation :: CPythonTopic :: Software Development :: Build ToolsTopic :: System :: Installation/SetupTopic :: System :: Software DistributionTopic :: Utilities

Tags

install python cli toolsstandalone python executablesauto-upgrade cli packagespython tool installerportable cli managementpip install wrappercli package manager
cli-installertool-managementauto-upgrade

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