http://askubuntu.com/questions/469143/how-to-enable-ssh-root-access-on-ubuntu-14-04
Simply adding a password for root is not enough for Ubuntu 14.04 Server.
You need to edit /etc/ssh/sshd_config, and commend out the following line:
PermitRootLogin without-password
Just below it, add the following line:
PermitRootLogin yes
and also coment #StrictModes yes
Then restart SSH:
service ssh restart
file should be like this
# Authentication:
LoginGraceTime 120
#PermitRootLogin without-password
PermitRootLogin yes
#StrictModes yes
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