To get this with your Gentoo install, simply do
cp /etc/issue.logo /etc/motd
Edit /etc/motd with your favorite text editor, vim, nano, gedit, and change the last line. The escape sequences won't show up. If you set this up as your /etc/motd, it should show up anytime you login, whether a virtual console or ssh. If you set it in /etc/ssh/sshd_config with "Banner /etc/issue.logo", it will only show up in ssh before the password prompt appears. I tried that, and the colors did not show. My suggestion, set it as your /etc/motd and edit the last line.