I definitely think you should consider re-opensourcing the site. I'd learn ruby just so I could help improve it and I'm sure there are many others who use the site that would also like to help. You or someone you found would still need to run the admin side and deploy updates, but I think it would help lighten the load.
This being pretty much the setup I help maintain at MashLogic today, and while I would join erikvold and sizzlemctwizzle in supporting and maintaining (mainly the technical side of) the site, I think you're right in passing on the torch to someone with a bit of a passion for the field, and maintaining the (a fair bit less pleasant) legal angle on it.
