The aim of this article is to examine and evaluate Iran’s indirect military intervention through the utilization of local non-state actors in the conflict zones of the Middle East. Particular attention was paid to the gray zone confrontation between Iran and the U.S.-led alliance after the outbreak of the Arab Spring in 2011. What are the characteristics of Iran’s proxy warfare (PW) dynamics, and to what extent has this strategy been effective in attaining its objectives? In this regard, PW theory has been chosen as the main theoretical framework, with its most recent advances in the literature. The paper argues that Iran’s adoption of PW strategy ultimately aims a) to reduce perceived threats originating from the U.S.-led alliance, b) deter potential military interventions on its soil, and c) render the U.S. presence in the Middle East burdensome with the ultimate aim of its withdrawal from the region over the long term. Moreover, it contends that although it comes at a cost and poses significant risks for Tehran, this strategy demonstrated effectiveness within the context of Iran’s prioritized principles. A primary contributing factor to Iran’s effective implementation of this strategy lies in its partnership style with its clients. Indeed, besides their strategic objectives, the main factor ensuring the resilience of the proxy alliance is the ideological affinity between the Iranian regime and the client forces.