Machinima is the art of using virtual worlds or games to make films. Second Life has proven a popular venue for the creation of machinima for a number of reasons including the ability of users to create custom content, the facility to reuse items made by other users, and the capacity to readily alter avatars and landscapes. Though this medium is used by budding film makers to create fictional pieces and simulated documentaries, educators and researchers have also been quick to spot the potential of this form. This paper reports on a project undertaken by the Australian Digital Futures Institute and the Australian Centre for Sustainable Catchments, both at the University of Southern Queensland, to use machinima to inform sugarcane farmers’ decisions around sustainable farming practices. Managing risk associated with climatic variability is a significant challenge for farmers. This project specifically explores the use of machinima to stimulate discussion amongst farmers around how to incorporate an understanding of climate risk into their decision-making. More broadly, it considers the potential of innovative, web-based, discussion support systems to contribute to improved decision-making by land managers, regional communities, policy-makers and civil society, leading to sustainable and resilient regional areas.