Development and assessment of DADAlytics, a semantic tool created by the Semantic Lab at Pratt to help librarians, archivists and humanities scholars generate linked data from textual resources and descriptive records. The presentation includes the description of the overall design of the tool and outlines the methods adopted to make the tool intuitive and flexible. It also addresses ongoing assessment activities conducted through piloting and testing. The testbed is provided by the collection of personal diaries of Mary Berenson, part of the Bernard and Mary Berenson Papers (1880-2002) held at the Berenson Library at the Villa I Tatti in Florence, Italy.