Threat actors are constantly developing new attack schemes — from OAuth token theft to attacks on AI agents — but the classics never quite leave their playbook. On any given day, an employee may receive malware attached directly to an email, or lying in wait behind a link embedded in an email. Making these attacks succeed still requires a degree of creativity, and in recent years attackers have increasingly adopted exotic file formats. Users don’t perceive these formats as dangerous; more importantly, many EDR and email security solutions skip scanning them entirely. Yet they’ve proven highly effective for deploying malware or harvesting credentials. Below are the file types that may be blind spots in your organization’s detection strategy — despite being observed as used in real-world attacks. Disk images This is the broadest and most dangerous attachment category. A disk image can contain a fully prepared, correctly structured set of files tailored to a wide range of attack scenarios. It mounts as a separate volume (standalone virtual disk), and when doing so often uses tools built into the operating system. The victim doesn’t need to extract anything or create suspicious folders on disk. The most versatile format is ISO, which dates back to the heyday of multimedia CDs. ISO images mount natively on every major OS without additional utilities, whether through simple tools like File Explorer or via the command line interface. This is precisely why threat actors have no hesitation in sending ISO files as email attachments . Somewhat less common are IMG containers, which also mount without additional tooling on macOS or Linux, but require installing a small, free utility such as OSFMount on Windows, or using WSL2 (Windows Subsystem for Linux), which is built into recent Windows versions. A file with identical content may also carry a DD extension. Threat actors also make use of VHD , a virtual disk format native to Windows, which generally works on Linux machines as well (via qemu-nbd or guestmount). On macOS, an additional utility — again, qemu-nbd is a common choice — is required to mount it. Note that on unpatched Windows systems, the victim doesn’t need to take any further action after the disk mounts: CVE-2025-24993 — a vulnerability actively exploited in real-world attacks — triggers attacker code execution immediately upon mounting the image. For completeness’ sake, VMDK, the disk image format used by VMware, is also worth detecting, though it’s largely ineffective in attacks on regular users since every popular OS requires additional software to mount it. All of these image formats can be viewed and unpacked not only with specialized tools, but with standard archive utilities like 7-Zip or RAR. As a result, the odds that the user will fall for the bait are higher than one might hope. In addition to not being a well-known potentially dangerous format, image files give attackers one further advantage: files extracted from disk images on Windows frequently lack the Mark of the Web flag, and therefore can be launched without triggering additional system warnings. There’s one more reason why EPP/EDR solutions must scan virtual machines and disk images: these formats are also used during later stages of an attack. To mask active file-system activity from monitoring tools, ransomware gangs sometimes run the entire encryption process inside a virtual machine deployed on the victim’s computer. The RagnarLocker ransomware strain has used VirtualBox for this purpose, while the CRON#TRAP campaign relied on a QEMU environment. MS Office files No, this isn’t about macro-laced DOC files. Microsoft has grown weary enough of this classic attack vector that macros in downloaded documents are now blocked outright , and enabling them requires considerable effort from the user. But Office relies on dozens of file formats, and some of the less common ones still occasionally give attackers an edge. Less familiar to both users and security sol…

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