Hello Craig Fields,
Category is a metakey. Each content item can be associated only with one category. You could create additional metakeys - Category1, Category2, Category3, Category4. Then in NewsItemNew and NewsItemEdit you can add DropDownList control and populate it with all categories for News provider.
ContentManager cntManager =
IList allCategories = cntManager.GetCategories();
NewsItemNew and NewsItemEdit are external templates and you have to map them
All the best,
the Telerik team
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