From healthcare products and services to hospital environments, designers have been involved in shaping tangible transformations and improvements for the future of health(care). Lesser developed are design practices for shaping care models, strategies, sustainability, policies and other less tangible and longer-term health(care) futures. Critical speculative design, scenario planning and road-mapping have been practiced by designers to address such futures. However, there are problems with using these methods to envision new futures in action: critical speculative design has poor feedback loops and dissemination issues, confining it to special interests, and scenario planning has the top-down issues of ‘impartial’ observation, making it unsuited to wicked problems. The further we look into the horizon the more unknown-unknowns we encounter; the harder it is to rely on existing knowledge, trends and extrapolation for envisioning new health(care) futures. Inspired by these issues, we explored a new method to generate alternative futures - encouraging wider participation and in the context of complex technology-driven healthcare for space. Through abductive thinking and participant observation, a new concept of the ‘imperfect experts’ was developed to address the issues of design futures, scenario planning and participation in complex futures.