Existing approaches to ambient assisted living (AAL) oftenfail to consider a human agent's needs from a holistic perspective. In particular the regular assessment of their changing abilities, skills and limitations are often treated asa separate matter in healthcare, thereby affecting the possibilities to provide support tailored to their current condition.Therefore, the objective of this work is to integrate assessments done by the healthcare professional into the frameworkof AAL. We use a case scenario in the collaborative development with domain experts to demonstrate and develop the interaction between software agents and with the older adult in assessment and adaptation for supporting him/herin a home environment. The scenario also serves as an outline for a requirements analysis of the formal agent-based dialogues to be implemented. The results include a partial implementation of the scenario done by domain experts intheir use of a semantic web-based knowledge and interaction modelling environment for domain professionals (ACKTUS). The resulting prototype applications are exemplified in a description of the scenario and an initial prototype implementation of selected agent-based diagnostic dialogues is presented.