In 1975, Indonesian forces overran East Timor, just days after it had declared independence from Portugal. Canadian officials knew the invasion was coming and initially endorsed Indonesian rule. The ensuing occupation of the Southeast Asian country lasted twenty-four years.

Challenge the Strong Wind recounts the evolution of Canadian government policy toward East Timor from 1975 to its 1999 independence vote. During this time, Canadian civil society groups and NGOs worked in support of Timorese independence activists by promoting an alternative Canadian foreign policy that focused on self-determination and human rights. After following the lead of pro-Indonesian allies in the 1970s and '80s, by the 1990s Ottawa had yielded to pressure from these NGOs and began to make its own decisions, eventually pushing like-minded countries to join it in supporting Timorese self-rule.

David Webster draws on previously untapped archival sources to articulate both government and non-government perceptions of the crisis. Human rights, competing nationalist claims, and peacemaking - key twentieth-century themes - intersect in East Timor, and the conflict provides a model of multilevel dialogue, citizen diplomacy, and novel approaches to resolving complex disputes. Ultimately, Webster criticizes the Canadian government for complicity in a near genocide, demonstrating that a clear-eyed view of international history must include non-state perspectives.