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This paper is a re-evaluation of interest factors on the relationship between the United States and Pakistan in the times of military rule in Pakistan. Ayub Khan (1958 to 1969) and Zia-ul-Haq (1978 to 1988) authoritarian roles are two military eras that are focused on and studied in detail. In the historical overview, in this paper we examine the elements that shaped the US-Pakistan relationships including geopolitical considerations, economic interests, geo-strategic and ideological factors. Furthermore, we examine how US assistance to Pakistan during the Cold War boosted its economy and reduced security tension. However, our research suggests that the US-Pakistan relationship during the Cold War especially in two military eras were marked by a complex interplay of power dynamics and strategic goals that had both favorable and unfavorable effects on bilateral relationships. Overall, this study offers a historical perspective on the ties between the US and Pakistan that throws light on the significant events that occurred during that time and their long-lasting effects on Pakistan's internal security.