It isn't geared to webmasters at all. It consists of a large number of people (currently 8500 active logins) who find categories that they want to build, and then, umm, build them.
As has been often repeated, categories that are already well represented with a useful cross-section of sites and/or are magnets for spam submissions get LESS attention than under represented categories for niche topics.
There is no "system" to the ODP. There is no-one telling the editors which category to edit next, or which site to focus on next. Instead, each editor, as a volunteer, builds the categories that they find interesting, and which in their individual opinions need more work, and: if none of the 8500 editors are working in the category that YOU are interested in, and no-one out of the 2 billion people who have internet access has applied to edit it, then it does not get edited.
That's it really. There are 590 000 categories; and it is quite unlikely I'll ever edit anywhere near any that YOU are interested in.
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