Yes, I'll second the notion that updating ports automagically is a bad idea. You don't want that headache. My advice is update only when necessary, and at that, only the ports that need updates. The last thing you want to do is break some user's PHP script because you updated PHP and there was some funky change.
Then again, if this is only a "workstation" you don't necessarily have to worry about that, but it's still a bad idea.
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