Russian President Vladimir Putin is a revisionist leader seeking to restore Russia’s status as a great power and rival U.S. global dominance by constructing a multipolar world order at the expense of the United States. Putin’s aggressive tendencies are not limited to Europe and the former Soviet sphere as Putin has expanded his revisionist ambitions into other regional theaters, including the Middle East. Putin has pursued an active foreign policy in the Middle East, exploiting the volatile region plagued with a historical predisposition to great power competition as a crucial part of his revisionist grand strategy. Putin is a realist, and employs a ruthless strategy of pragmatic flexibility, capitalizing on historical relations between the Soviet Union and Middle Eastern regimes when possible, but is also skilled at adapting to new circumstances and developments, and exploiting them for Russia’s strategic benefit. Putin has engaged in heightened relations and involvement with Turkey, Iran, and Syria. In Turkey, Putin has taken advantage of that country’s central location and used Turkey as a hub for the expansion of the Russian energy industry, placing pressure on NATO and the European Union. Putin has opportunistically used Iran’s controversial nuclear program to Russia’s benefit by acting as Iran’s primary international sponsor and patron for its nuclear program, elevating Russia’s regional prestige as a rival to the United States, and countering American foreign policy objectives. Putin intervened decisively on behalf of the Assad regime in the Syrian civil war, thwarting U.S. calls for regime change in Damascus and forcefully asserting Russia as a formidable regional power with veto-authority in matters of global power dynamics at Washington’s expense. Putin’s achievements with Turkey, Iran, and Syria serve to complement his larger grand strategic objectives to rival the United States as a great power and to create a multipolar world order. Putin’s ruthless, opportunistic foreign policy poses significant challenges to U.S. foreign policy and endangers the liberal world order. Washington must come to terms with the threat posed by a revisionist Russia and adopt a more assertive policy toward Putin.