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Since I upgraded to Gnome 2.16, I had to enter my password three times on login (gdm, ssh-askpass and evolution/gnome-keyring). and there are limits to everything. Recent blog posts on Planet Gnome inspired me. So I tried to do the same thing on Gentoo. After a lot of wrangling, I ended up finding/fixing two bugs in pam_keyring and getting a working configuration. If you want to do the same thing, emerge sys-auth/pam_ssh and sys-auth/pam_keyring and look at the gdm example in the pam_keyring doc.