My favorite way to actually do this is to sit around a prototype (usually created by the designer) so as a team you can consider and discuss the proposed solution on the table. The designer can consider different approaches to the experience, the engineers can consider implications of different approaches and the potential of different enabling technologies, and the product manager can consider the impacts and consequences of each potential direction (e.g., would there be privacy violations, or would this be something that would work with our sales channel?).
