Spearphishing Attachment

What the technique is

Adversaries may send spearphishing emails with a malicious attachment in an attempt to gain access to victim systems. Spearphishing attachment is a specific variant of spearphishing. Spearphishing attachment is different from other forms of spearphishing in that it employs the use of malware attached to an email. All forms of spearphishing are electronically delivered social engineering targeted at a specific individual, company, or industry. In this scenario, adversaries attach a file to the spearphishing email and usually rely upon User Execution to gain execution. Spearphishing may also involve social engineering techniques, such as posing as a trusted source. There are many options for the attachment such as Microsoft Office documents, executables, PDFs, or archived files. Upon opening the attachment (and potentially clicking past protections), the adversary's payload exploits a vulnerability or directly executes on the user's system. The text of the spearphishing email usually tries to give a plausible reason why the file should be opened, and may explain how to bypass system protections in order to do so. The email may also contain instructions on how to decrypt an attachment, such as a zip file password, in order to evade email boundary defenses. […]

What MITRE says you would watch

• AN0655

  Detection of spearphishing attachments by correlating suspicious email delivery with subsequent file creation and abnormal process execution (e.g., Office spawning PowerShell or CMD). Behavior chain includes inbound email metadata → attachment stored on disk → process execution → outbound network activity.

• AN0656

  Phishing attachments executed on Linux systems are detected by linking email logs to file creation in mail directories and subsequent suspicious process execution. Look for unexpected binaries or scripts spawned from user mail directories and anomalous outbound network activity.

• AN0657

  Phishing attachment detection on macOS through correlation of Mail app logs, file creation in user directories, and abnormal process execution (e.g., Preview.app or Mail.app spawning Terminal or scripting binaries). Network traffic after attachment interaction is also monitored.