This chapter investigates land deals processes and the effects on livelihoods in Gambella and Benishangul-Gumuz. It applies quantitative and qualitative data from primary and secondary sources. It describes the land deals, actors involved, and the effect of the deal on villagers' land rights, food security, job creation, technology transfer, and sustainable use of natural resources. The study concludes that the government effort towards large-scale land deals and agricultural investment is promising. However, there is a gap regarding making the deals a win-win situation for stakeholders. Therefore, it is recommended that the governance of land deals need to be improved, and the capacity of the three actors—the government, investors, and local communities—need to be developed to play their respective roles in the deals. It is also recommended that effective monitoring and control mechanisms related to large-scale agricultural investments should be put in place and properly implemented.