No one has really asked but could you be more specific about what's ailing the server? If it's just the drive's then why not mirror and replace them?

If the issue is the OS then why not migrate the sites to a Linux platform? Linux and the web-serving software, Apache, are both open source (free) and stable as all hell. The majority of the world's websites run on Linux servers and Apache Tomcat. Linux requires so little from computer resources that even old 486 machines still make serviceable servers.

If the administration of the site is the issue then I think a membership fee, even a voluntary one, would be a great idea. I'm barely more than a troll on these forums and I would easily commit $20 a year to a membership. Offering trinkets or coupons to members on DR or ETS gear would be a great incentive and possible sales engine for ETS.