Ray did a writeup on Rails setup on Leopard, pretty messed up how if you have the loaded_plugins gem installed you have to do some symlink surgery on the directories in /opt. oh and I don’t launch memcached on boot myself. Last time tried to upgrade/install to Leopard neither of our laptops worked. I think mine was doing an fsck in the background and I didn’t have the patience to wait. The MacBook had a filesystem error that forced a fresh install. Leopard is messed up.
Setting up Ruby on Rails, MySQL, Mongrel, memcached, and RMagick using MacPorts on Mac OS X 10.5 Leopard : rayvinly.com blog