Since the early 1960s, Southeast Asia countries have satisfied local demand for food while catering increasingly to the world market for agricultural produce, primarily through the export of industrial crops. Local production of food, particularly rice, has kept pace with population growth, while a massive intensification of cultivation along with territorial expansion of the agricultural realm have improved food security as a whole, although not for every country in the region. Expansion is also occurring in the maritime domain, with aquaculture growing even faster than land-based cultivation. Both forms of expansion have increased pressure on environmental resources, especially on forests, including coastal stands of mangrove. Countries in the region gambling higher production levels can be sustained without jeopardizing regional food security, and the stakes are very high. Gambling with the Land surveys and analyzes the production and trade of major agricultural crops throughout Southeast Asia between 1960 and the first decade of the 21st century. After reviewing the post-colonial role of agriculture in the eight major agricultural countries -- Burma, Thailand, Laos, Cambodia, Vietnam, Malaysia, Indonesia and the Philippines -- the authors examine regional patterns of population growth and agricultural employment, positioning the region within broader world trends. Their carefully documented investigation highlights a number of salient processes as characteristics of the region's still rapidly expanding agricultural sector, and evaluates future prospects based on current trends.