It might be nice to have something along these lines in iVoluntr Each volunteer could then make their contributions (eg. helping someone structure a cv) last through a permanent collaborative expert system. Citizens could then consult before asking the site to match them up with a live-voluntr.
Have you ever seen 20Q ? It can figure out almost any object you are thinking of in 20 - apparently unrelated - questions, by cleverly partitioning the solution space.
This would work in a similar way. eg. "is this about money?", "is this involving just 1 person?" etc. would bring them "need help with cv" Just ideas.. SHOULD be feasible