You can use the command line changer to make the start up map different. The server.cfg should have a force rotate command or something that says if the server should rotate if someone is on the server or not.
The MOTD is a simple text file or a HTML file, it reads both. I would use notepad to edit it. If you just type basic lines like:
Rules:
1: Blah blah.
2: Blah blah blah.
3: Blah blah blah blah.
That will show up in yellow plain text. If you want something fancy you'll need to know HTML or have an editor to do the hard coding for you.
Make sure it saved as "motd.txt" no caps, no quotes, nothing special.
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