Iran has formulated policies to expand its ideology to Middle East nations since 1979 and these policies were expressed as direct or indirect military involvement in all Middle East crises such as in Syria and Yemen. Indeed, economic, political, and military interest were the real driven factors for Iranian involvement under the cover of expanding ideology. Political control is the door for gaining economic interests similar to what happened in Iraq. The aim of this research was to analyze the political role played by Iran in the current Yemeni and Syrian crises by employing a desk research design. The analysis shows that although Iran’s interest in both countries is ultimately the same, the approach used to achieve this interest is relatively different. Iran’s approach in Syria is contained within the interests of major players and tends towards promoting ceasefire and starts peaceful negotiations among parties and this approach could be considered positive. On the other hand, in Yemen, Iran seems to be conducting activities through the Houthis that disrupt peace and destabilize economic activities and this approach is considered negative. In both cases, Iran’s involvement is a sword of two edges, either translated into political win or war attrition. In conclusion, political ideology of the Iranian regime is the only way of its survival. This will put Iran in a rather unenviable position, and it could bring a lasting peace to Syria and Yemen.