We tend to treat imagination as a spark that arrives on its own. This document starts from a different premise. Drawing on a foresight pilot with civic actors in Lebanon and Tunisia, developed with School of International Futures, it asks under what conditions people can think about the future and imagine beyond what exists, especially under constraint. It is an honest account of what we tried, what resisted, and what we are still learning. We share it with anyone who wants to rebuild the capacity to imagine again.