[natecavanaugh]

You hit the nail on the head why I had gone from MacPorts to Homebrew, and for me, the extra need for sudo was just an additional pain point.

Your last point brings up an interesting question in my mind regarding Apple's intentions for the CLI. On the one hand, they seem to care enough to add features here and there to Terminal, but then when you consider that the tools have basically zero chance of upgrades being incorporated for licensing reasons, I wonder if they plan to even have a stance on package managers, or if they are completely fine with that being purely in user land. The entire CLI experience on macOS concerns me in as much as the OOTB set of tools will continue to work, but how much more fragmented will the experience get? There's already a good chance at running across some shell code online that requires bash 4 or relies on a newer gnu version of a tool. Maybe this long tail of developers is too niche for Apple, but I imagine it's still important to many of their developers in some way.