Dr. Jackson served as Deputy Assistant Secretary of Defense for Afghanistan, Pakistan, and Central Asia (2017-2019), overseeing all strategy, security cooperation, budget oversight, and contingency planning. He also served as the senior DOD representative to the U.S.-Taliban peace talks. From 2006-2017, he was a Professor in the Strategy Department and later Director of the Advanced Strategist Program. He also taught strategy and counterinsurgency at MIT and Columbia. In 2011, he deployed to Afghanistan as Executive Officer for Policy Planning for the Deputy Chief of Staff, Operations USFOR-A. Before entering academia, he worked in private sector financial trading and power development.