In a system for building labels, such as adhesive-backed labels or tags produced on rolls or sheets for printing, an image or graphic of an arrangement of labels is displayed to a user and continuously updated in real time as parameters relating to construction of the labels are provided by the user in order to provide real time feedback. In one aspect, a user can be guided by the system to make various selections and/or inputs, such as selecting between rolls or sheets, types of material, size/measurements, shape(s), color(s), and the like, in progressing stages of a customized label build, with a displayed graphic of a corresponding arrangement of labels being continuously updated instantly at each stage to visually reflect the user's input. Upon completion, the system can communicate with an industrial machine to build the labels for the user consistent with the input as depicted by the graphic.