Well i have it set to timed login because auto-login doesnt work with the pam-keyring or something but i have to enter a password. I just want to be able to chuck the box in my basement without a monitor and hit the power button, and do everything over ssh and vnc.
EDITED
I found something called WICD, i got it installed and giving it a shot. it replaces the network manager and saids it connects on boot and stuff.
EDITED again
WICD did the trick i got auto-login and it remebers the password for the wirelesss.