In this paper we present a number of new structures to enhance the design of adaptive self-assessment in the already existing engineering approaches, concerning specifications and standards for re-usable learning design. The structures are designed having in mind the self-assessment modeler of AWAIT (Author for a Web-based Adaptive Intelligent Tutor), and we try to study the opportunities afforded by the IMS Learning Design (IMS LD) specification in order to make AWAIT’s self-assessment design available as re-usable learning material. AWAIT is a no IMS LD aware software, designed as an authoring tool for a typical adaptive educational hypermedia system called WADIES. WADIES offers navigation support adapted to the students’ individual needs and incorporates a novel self-assessment agent encouraging the students to actively construct their knowledge through the incorporation of multiple self-assessing strategies. This means that the student is offered the opportunity to answer to exercises of the same thematic topic from a number of different perspectives until the self-assessment goal is reached. Our approach for re-usable learning design of adaptive self-assessment activities is based on the research at the domain of Educational Adaptive Hypermedia (EAH) and the IMS LD specification.