I really like idea #2. Call it something like WorkTheWorld.com. Work out all the details for folks who just want to live and work someplace else for a while. It's something I think a lot of people want to do but it seems too hard for most. This service could make it easier.

For independents, pre-screen living situations with fast internet, find the best language courses, identify meetups and other groups that they might want to connect with while they're gone, plus all the usual travel stuff.

Maybe for folks working for other folks, provide info on visas/work permits and possible employers.