I used to use Babun at work. Essentially a nice bundle of a bunch of nice stuff for Cygwin.

It had this package manager but if you updated Cygwin itself then it would break everything. I had to get the Cygwin.dll file from a coworker because the install process downloaded it but I didn’t want to reinstall lmao. I remember it being a pain because so many IT things were blocking us trying to share a dll file.