Through our research on natural ICT solutions for integration into a non-ICT based workflow at a Brazilian chronic care hospital, we created a new design process and two additional HCI design criteria for maintaining natural work processes using information and communication technologies (ICT). For our HCI design we propose two design pathways: 1. iterating on adoption of designed technologies and 2. iterating on appropriation of these technologies. The degree of appropriation provides an indicator of how natural a design is since it allows for users’ inventiveness to uncover latent affordances for use in new contexts. Thus, the use of an interface along with whether its potential is realized in new, user-oriented contexts, are critical elements for designing natural interfaces. We report our insights gained through observations and user-centered design for health professionals at a non-ICT based, large chronic-care hospital to support this perspective.