In this 3 day workshop participants worked with ongoing multidisciplinary design-research think tank investigating the future role and growing agency of cities as the planetary network by which we occupy the Earth’s surface. During the workshop, participants learned alternatives to mainstream design culture “optimising” for pre-determined outcomes by framing different questions, expanding the space of possibility and proposing more appropriate design interventions across more appropriate timeframes, scales and disciplines. The workshop presented an overview of the think tank’s unique design-research approach by asking how trans-disciplinary designers and other practitioners can work collaboratively at this critical juncture in order to communicate more ambitious, ambiguous and open-ended concepts to more appropriate and less conventional audiences.