We are conducting an empirical study for encouraging elderly people to be more active by interacting with them based on their estimated activity information in daily life. In this paper, we describe the functions required for the system of supporting elderly people, and designed the chat application that acquires labeled data for training activity recognition model and that an operator can intervene the dialogue between the system and the users. We tested the system in an actual experiment, and revealed that our system is effective in supporting the operation of the experiment, and clarified the points of improvement.