The network manager applet nm-applet that you use to connect to the
wireless network stores the WEP/WPA keys with the gnome keyring manager,
which you can access in System -> Administration -> Keyring manager.
When a keyring is first created by the nm-applet, you have to supply a
password, which is required every time the keyring is accessed while
locked (which is the case when you reboot). What you can do is delete
the keyring, reboot, re-enter the WPA passphrase, recreate the keyring
using your login password as the password, then use some funny tricks
available online to make it so you aren't prompted for a password
anymore. Grapeshot made a nice post here on how to do that:
http://forums.fedoraforum.org/showthread.php?p=920344

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nm_applet prompts for password on startup
https://bugs.launchpad.net/bugs/161122
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Desktop Bugs, which is a bug contact for gnome-keyring in ubuntu.

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