Fiindi (Digitaria exilis), an under-explored African cereal, has outstanding endurance to adverse conditions as it has a short growth period, extensive rooting system, and has high water-use-efficiency. It has the potential to grow grain on marginal soils where large grain crops tend to fail and this makes it a potential candidate of climate-smart agriculture. This chapter is justified by the fact that Fiindi has a potential to enhance food security in drought-prone areas with the growing climate variability. The goal is to combine botanical, physiological, biochemical, and molecular information about the drought adaptation of Fiindi, with the help of superior modelling, remote sensing, and breeding techniques that can justify its enhancement and broad usage. The methods are multidisciplinary in this chapter as they apply physiological methods, crop simulation modelling, remote sensing-based stress detection and participatory breeding. Case studies indicate that Fiindi was measurably performing: in Mali, drought-tolerant landrace JI1 maintained 78% relative water content and had 0.92 t ha−1 under extreme stress; in Burkina Faso, NDVI-based modelling forecasts yields with less than 20% error; and in Nigeria, participatory breeding had established 18–25% increased water-use efficiency and high-preference genotypes. On the whole, Fiindi is a crop with a strong set of adaptative characteristics, which makes it a strategic member of the dryland agro-ecosystem. The emphasis of future work should be put on the growth of genomic resources and digital agriculture to boost breeding and consider the use of water-efficient production methods.