You could do something that requires less effort on the part of the user. For example, extract future intentions from the content of existing "status update" s

You could do something that requires less effort on the part of the user. For example, extract future intentions from the content of existing "status update" streams. "I just bought a used Ford" = "I need a mechanic in six months". "I'm going rock climbing for the first time this weekend!" = "I need a chiropractor next week". Etc... Jokes aside, seems like this would be a fairly approachable mid-way between the existing system and the one proposed.