The OilRig group maintains their persistent attacks against government entities in the Middle East region using previously identified tools and tactics. In this instance a spear phishing email was used containing a lure designed to socially engineer and entice the victim to executing a malicious attachment. The attachment was identified as a variant of the OopsIE trojan we identified in February 2018. In this iteration of OopsIE, the general functionality largely remained the same but contained the addition of anti-analysis and anti-virtual machine capabilities to further evade detection from automated defensive systems. Attack Details In July 2018, we reported on a wave of OilRig attacks delivering a tool called QUADAGENT involving a Middle Eastern government agency. During that wave, we also observed OilRig leveraging additional compromised email accounts at the same government organization to send spear phishing emails delivering the OopsIE trojan as the payload instead of QUADAGENT. The OopsIE attack also targeted a government agency within the same nation state, though a different organization than the one targeted delivering QUADAGENT. The email subject was in Arabic, which translated to “Business continuity management training”. The email was sent to an address belonging to a user group, rather than a specific individual’s email address. Evasion Techniques The OopsIE variant delivered in this attack begins its execution by performing a series of anti-VM and sandbox checks. If any of the checks described in Table 1 are successful, the Trojan will exit without running any of its functional code