Singh commanded the 9th Infantry Division from 1996 to 1998. He was then selected for a key appointment as the Additional Director General Military Operations (ADGMO) at Army HQ, Military Operations Directorate. During his tenure as ADGMO, he contributed positively to evolving India's policy on the Sino-Indian border issue and visited Beijing as part of the Joint Working Group. He was also part of the Ministry of Defence team for talks with Pakistan on the Siachen and Sir Creek issue in 1998. He also visited Sierra Leone with the defence minister, where an Indian contingent carried out successful operations as part of the UN Mission. As the ADGMO, he became the Indian Army's public face during the 1999 Kargil conflict. He was decorated with the Ati Vishisht Seva Medal in recognition of his services in the planning and execution of the war.