Sorry about that! Presumably you're updating via Homebrew? That blows away your virtual environment, hence why the plugins all go missing.
I have an idea to fix that by writing a 'plugins.txt' file somewhere with all of your installed plugins and then re-installing any that go missing - issue for that is here: https://github.com/simonw/llm/issues/575
I have an idea to fix that by writing a 'plugins.txt' file somewhere with all of your installed plugins and then re-installing any that go missing - issue for that is here: https://github.com/simonw/llm/issues/575