Methods and apparatus for a new approach to the problem of matching relevant content to user queries. Instead of looking for the exact keyword, the invention expands it into groupings of concepts and phrases, where each such group represents one possible user intention (as implied by the query phrase or keyword). Each such grouping is analyzed to provide relevant content, including but not limited to, unstructured data like world wide web, categorized data and paid listings. The provided method can better capture user intentions even for cases where there is no click-through information.