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Adversaries may exploit software vulnerabilities in client applications to execute code. Vulnerabilities can exist in software due to unsecure coding practices that can lead to unanticipated behavior. Adversaries can take advantage of certain vulnerabilities through targeted exploitation for the purpose of arbitrary code execution. Oftentimes the most valuable exploits to an offensive toolkit are those that can be used to obtain code execution on a remote system because they can be used to gain access to that system. Users will expect to see files related to the applications they commonly used to do work, so they are a useful target for exploit research and development because of their high utility.

Several types exist:

### Browser-based Exploitation

Web browsers are a common target through Drive-by Compromise and Spearphishing Link. Endpoint systems may be compromised through normal web browsing or from certain users being targeted by links in spearphishing emails to adversary controlled sites used to exploit the web browser. These often do not require an action by the user for the exploit to be executed.

### Office Applications

Common office and productivity applications such as Microsoft Office are also targeted through Phishing. Malicious files will be transmitted directly as attachments or through links to download them. These require the user to open the document or file for the exploit to run.

### Common Third-party Applications

Other applications that are commonly seen or are part of the software deployed in a target network may also be used for exploitation. Applications such as Adobe Reader and Flash, which are common in enterprise environments, have been routinely targeted by adversaries attempting to gain access to systems. Depending on the software and nature of the vulnerability, some may be exploited in the browser or require the user to open a file. For instance, some Flash exploits have been delivered as objects within Microsoft Office documents.

Adversaries may attempt to manipulate features of their artifacts to make them appear legitimate or benign to users and/or security tools. Masquerading occurs when the name or location of an object, legitimate or malicious, is manipulated or abused for the sake of evading defenses and observation. This may include manipulating file metadata, tricking users into misidentifying the file type, and giving legitimate task or service names.

Renaming abusable system utilities to evade security monitoring is also a form of Masquerading.(Citation: LOLBAS Main Site) Masquerading may also include the use of Proxy or VPNs to disguise IP addresses, which can allow adversaries to blend in with normal network traffic and bypass conditional access policies or anti-abuse protections.