I think you are right. The flexibility and ease of use of the search functionality needs some work. The power is certainly there, it just isn't implemented in the best way. One other thing, I would challenge your filing policy. It's a bit like email where speed and ease of search now means that filing is largely redundant. In MLO, I would say that, when creating one-off adhoc tasks, using a detailed filing structure is a waste of time. I just put mine in a folder called "one off tasks" and reserve the outline hierarchy for lists of related tasks and projects.
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