Discovered my problem while searching launchpad for similar bugs.

Found some information here:
https://bugs.launchpad.net/ubuntu/+source/grub2/+bug/190147

Somehow the devicemap was incorrectly generated.

running 'sudo grub-mkdevicemap' and then 'sudo update-grub' fixed my
problems.

Here's a properly generated entry now:
### BEGIN /etc/grub.d/10_linux ###
menuentry "Ubuntu, Linux 2.6.31-10-server" {
        set quiet=1
        insmod lvm
        insmod ext2
        set root=(BigBlock-KarmicRoot)
        search --no-floppy --fs-uuid --set 8679421a-df8d-4e61-a88d-e0cae0d9a202
        linux   /boot/vmlinuz-2.6.31-10-server root=/dev/mapper/BigBlock-Karmic$
        initrd  /boot/initrd.img-2.6.31-10-server
}

-- 
grub-setup crashed with SIGSEGV in __libc_start_main()
https://bugs.launchpad.net/bugs/386802
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