I liked homebrew until I needed pygtk. I don't know of any good way to install that but with macports and boy is it a pain to install without a package manager. And once I needed macports. I also like to have a recent version of gcc. This also required macports.

Homebrew is great. Macports is good, too, if you like seeing which programs will segfault due to the version of OpenSSL it currently includes.

Homebrew is great, but it's quite annoying that one day Apple decides to drop straight gcc from Xcode, making many Formulae uncompilable. Yes, you can install an older Xcode first, or use a 3rd party gcc build. But in Linux distributions such as Debian, they'd just keep 'deprecated' things around for some time

I like Homebrew but I wish there was something like porticus for it (a way to browse and install available packages) - unless I am just missing something.