It sounds like that's expected. The fix and upstream bug report mention the problem is specific to the Shift key:
https://gitlab.gnome.org/GNOME/gnome-shell/merge_requests/91 https://gitlab.gnome.org/GNOME/gnome-shell/issues/240 -- You received this bug notification because you are a member of Ubuntu Bugs, which is subscribed to Ubuntu. https://bugs.launchpad.net/bugs/1765261 Title: [regression] Ubuntu 18.04 login screen rejects a valid password on first attempt. Usually works on the second attempt To manage notifications about this bug go to: https://bugs.launchpad.net/ubuntu/+source/gnome-shell/+bug/1765261/+subscriptions -- ubuntu-bugs mailing list ubuntu-bugs@lists.ubuntu.com https://lists.ubuntu.com/mailman/listinfo/ubuntu-bugs