Simon Willison’s Weblog

What’s new in pip 26.1—lockfiles and dependency cooldowns! (via) Richard Si describes an excellent set of upgrades to Python's default pip tool for installing dependencies.

This version drops support for Python 3.9 - fair enough, since it's been EOL since October. macOS still ships with python3 as a default Python 3.9, so I tried out the new Python version against Python 3.14 like this:

uv python install 3.14
mkdir /tmp/experiment
cd /tmp/experiment
python3.14 -m venv venv
source venv/bin/activate
pip install -U pip
pip --version

This confirmed I had pip 26.1 - then I tried out the new lock files:

pip lock datasette llm

This installs Datasette and LLM and all of their dependencies and writes the whole lot to a 519 line pylock.toml file - here's the result.

The new release also supports dependency cooldowns, discussed here previously, via the new --uploaded-prior-to PXD option where X is a number of days. The format is P-number-of-days-D, following ISO duration format but only supporting days.

I shipped a new release of LLM, version 0.31, three days ago. Here's how to use the new --uploaded-prior-to P4D option to ask for a version that is at least 4 days old.

pip install llm --uploaded-prior-to P4D
venv/bin/llm --version

This gave me version 0.30.

# 28th April 2026, 5:23 am / packaging, pip, python, security, supply-chain, dependency-cooldowns

Package Managers Need to Cool Down. Today's LiteLLM supply chain attack inspired me to revisit the idea of dependency cooldowns, the practice of only installing updated dependencies once they've been out in the wild for a few days to give the community a chance to spot if they've been subverted in some way.

This recent piece (March 4th) piece by Andrew Nesbitt reviews the current state of dependency cooldown mechanisms across different packaging tools. It's surprisingly well supported! There's been a flurry of activity across major packaging tools, including:

• pnpm 10.16 (September 2025) — minimumReleaseAge with minimumReleaseAgeExclude for trusted packages
• Yarn 4.10.0 (September 2025) — npmMinimalAgeGate (in minutes) with npmPreapprovedPackages for exemptions
• Bun 1.3 (October 2025) — minimumReleaseAge via bunfig.toml
• Deno 2.6 (December 2025) — --minimum-dependency-age for deno update and deno outdated
• uv 0.9.17 (December 2025) — added relative duration support to existing --exclude-newer, plus per-package overrides via exclude-newer-package
• pip 26.0 (January 2026) — --uploaded-prior-to (absolute timestamps only; relative duration support requested, update: and added in pip 26.1 in April)
• npm 11.10.0 (February 2026) — min-release-age

pip currently only supports absolute rather than relative dates but Seth Larson has a workaround for that using a scheduled cron to update the absolute date in the pip.conf config file.

# 24th March 2026, 9:11 pm / javascript, packaging, pip, pypi, python, security, npm, deno, supply-chain, uv, andrew-nesbitt, dependency-cooldowns

We should all be using dependency cooldowns (via) William Woodruff gives a name to a sensible strategy for managing dependencies while reducing the chances of a surprise supply chain attack: dependency cooldowns.

Supply chain attacks happen when an attacker compromises a widely used open source package and publishes a new version with an exploit. These are usually spotted very quickly, so an attack often only has a few hours of effective window before the problem is identified and the compromised package is pulled.

You are most at risk if you're automatically applying upgrades the same day they are released.

William says:

I love cooldowns for several reasons:

• They're empirically effective, per above. They won't stop all attackers, but they do stymie the majority of high-visibiity, mass-impact supply chain attacks that have become more common.
• They're incredibly easy to implement. Moreover, they're literally free to implement in most cases: most people can use Dependabot's functionality, Renovate's functionality, or the functionality build directly into their package manager

The one counter-argument to this is that sometimes an upgrade fixes a security vulnerability, and in those cases every hour of delay in upgrading as an hour when an attacker could exploit the new issue against your software.

I see that as an argument for carefully monitoring the release notes of your dependencies, and paying special attention to security advisories. I'm a big fan of the GitHub Advisory Database for that kind of information.

# 21st November 2025, 5:27 pm / definitions, github, open-source, packaging, supply-chain, dependency-cooldowns