Hi,
3. implement some scripts which automaticaly update the documentation ofthe server (package status, hardware, mainly this site: http://www.dokuwiki.org/teams:serversetup )cfg2html (http://www.cfg2html.com/) could be worth considering. It is thorough, comprehensive and does have the abillity to make output in plain text - output which could be imported to the teams:serversetup wiki page.
I've had a look at cfg2html and tested it.IMO it would need more time to adjust the output to be DW conform than writing a script on our own.
I also don't like the additional dependencies it has on Debian: alien devscripts lintian That's why I'd write a script on my own if you don't mind. Andrwe