I don’t normally pay a huge amount of attention to pip, just update it when pip itself tells me there’s a new version. Today though, I updated it when I saw the note from @pf_moore about 25.1. I updated it (this in a 3.13 Conda env):
% python -m pip install -U pip
Requirement already satisfied: pip in /Users/skip/.local/lib/python3.13/site-packages (25.0.1)
Collecting pip
Downloading pip-25.1.1-py3-none-any.whl.metadata (3.6 kB)
Downloading pip-25.1.1-py3-none-any.whl (1.8 MB)
━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━━ 1.8/1.8 MB 6.6 MB/s eta 0:00:00
Installing collected packages: pip
Attempting uninstall: pip
Found existing installation: pip 25.0.1
Uninstalling pip-25.0.1:
Successfully uninstalled pip-25.0.1
Successfully installed pip-25.1.1
WARNING: There was an error checking the latest version of pip.
Is that warning something to be concerned about?