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For forty-one years the United States has been locked in an unending conflict with the Islamic Republic in Iran. From hostage crisis to illicit financing of terrorism, empowerment of foreign proxies in targeting U.S. interests and the relations between the two countries have been unendingly tense but also marked by a desire for engagement by every American administration. How has President Trump’s Iran policy differed from other administrations and has it achieved the desired objectives? Should Iranians attitude, in light of the recent protests against the Supreme Leader and calls for change be taken into consideration in the future U.S. foreign policy towards Iran? How should future U.S. administrations approach the growing trend in Iran to diminish Islamic Republic’s hegemony in the region and people’s gravitation towards better relations with the West?