When you are working day-in day-out with Java, Ruby, Python, Javascript, Mysql, Postgresql, GCC, Casandra, MongoDB, Memcached and dozens of other technologies,

When you are working day-in day-out with Java, Ruby, Python, Javascript, Mysql, Postgresql, GCC, Casandra, MongoDB, Memcached and dozens of other technologies, installing that stuff and having it work on OS X is amongst the most frustrating experiences I ever had, no matter if you're doing it by hand or with MacPorts or with Homebrew. All available options on OS X suck. I'm surprised to hear this, as I've had the opposite experience with a similar toolchain, especially since the advent of Homebrew. What problems are you running into exactly? Another thing with OS X is that it just works, until it doesn't. After that you're in Windows-land again, the preferred option being to just reset/reinstall everything. Again, never had this experience. I would love to hear how you're managing to FUBAR your Mac. Try building a Hackintosh sometimes and your appreciation for Linux will change. Have all of these issues been on a Hackintosh? If so, that might explain things ...