Bytesize Security: Insider Threats in Google Workspace
Insider threats pose significant risks due to access to internal systems. Darktrace detected a former employee attempting to steal data from the customer’s Google Workspace platform. Learn about this threat here.
Darktrace cyber analysts are world-class experts in threat intelligence, threat hunting and incident response, and provide 24/7 SOC support to thousands of Darktrace customers around the globe. Inside the SOC is exclusively authored by these experts, providing analysis of cyber incidents and threat trends, based on real-world experience in the field.
Written by
Vivek Rajan
Cyber Analyst
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28
Jan 2025
What is an insider threat?
An insider threat is a cyber risk originating from within an organization. These threats can involve actions such as an employee inadvertently clicking on a malicious link (e.g., a phishing email) or an employee with malicious intent conducting data exfiltration for corporate sabotage.
Insiders often exploit their knowledge and access to legitimate corporate tools, presenting a continuous risk to organizations. Defenders must protect their digital estate against threats from both within and outside the organization.
For example, in the summer of 2024, Darktrace / IDENTITY successfully detected a user in a customer environment attempting to steal sensitive data from a trusted Google Workspace service. Despite the use of a legitimate and compliant corporate tool, Darktrace identified anomalies in the user’s behavior that indicated malicious intent.
Attack overview: Insider threat
In June 2024, Darktrace detected unusual activity involving the Software-as-a-Service (SaaS) account of a former employee from a customer organization. This individual, who had recently left the company, was observed downloading a significant amount of data in the form of a “.INDD” file (an Adobe InDesign document typically used to create page layouts [1]) from Google Drive.
While the use of Google Drive and other Google Workspace platforms was not unexpected for this employee, Darktrace identified that the user had logged in from an unfamiliar and suspicious IPv6 address before initiating the download. This anomaly triggered a model alert in Darktrace / IDENTITY, flagging the activity as potentially malicious.
Figure 1: A Model Alert in Darktrace / IDENTITY showing the unusual “.INDD” file being downloaded from Google Workspace.
Following this detection, the customer reached out to Darktrace’s Security Operations Center (SOC) team via the Security Operations Support service for assistance in triaging and investigating the incident further. Darktrace’s SOC team conducted an in-depth investigation, enabling the customer to identify the exact moment of the file download, as well as the contents of the stolen documents. The customer later confirmed that the downloaded files contained sensitive corporate data, including customer details and payment information, likely intended for reuse or sharing with a new employer.
In this particular instance, Darktrace’s Autonomous Response capability was not active, allowing the malicious insider to successfully exfiltrate the files. If Autonomous Response had been enabled, Darktrace would have immediately acted upon detecting the login from an unusual (in this case 100% rare) location by logging out and disabling the SaaS user. This would have provided the customer with the necessary time to review the activity and verify whether the user was authorized to access their SaaS environments.
Conclusion
Insider threats pose a significant challenge for traditional security tools as they involve internal users who are expected to access SaaS platforms. These insiders have preexisting knowledge of the environment, sensitive data, and how to make their activities appear normal, as seen in this case with the use of Google Workspace. This familiarity allows them to avoid having to use more easily detectable intrusion methods like phishing campaigns.
Darktrace’s anomaly detection capabilities, which focus on identifying unusual activity rather than relying on specific rules and signatures, enable it to effectively detect deviations from a user’s expected behavior. For instance, an unusual login from a new location, as in this example, can be flagged even if the subsequent malicious activity appears innocuous due to the use of a trusted application like Google Drive.
Credit to Vivek Rajan (Cyber Analyst) and Ryan Traill (Analyst Content Lead)
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def execute_rce_command(base_url, command, timeout=120): """ ACTUAL EXPLOIT METHOD - Next.js React Server Component RCE DO NOT MODIFY THIS FUNCTION Returns: (success, output) """ try: # Disable SSL warnings urllib3.disable_warnings(urllib3.exceptions.InsecureRequestWarning)
AppleScript Abuse: Unpacking a macOS Phishing Campaign
Introduction
Darktrace security researchers have identified a campaign targeting macOS users through a multistage malware campaign that leverages social engineering and attempted abuse of the macOS Transparency, Consent and Control (TCC) privacy feature.
The malware establishes persistence via LaunchAgents and deploys a modular Node.js loader capable of executing binaries delivered from a remote command-and-control (C2) server.
Due to increased built-in security mechanisms in macOS such as System Integrity Protection (SIP) and Gatekeeper, threat actors increasingly rely on alternative techniques, including fake software and ClickFix attacks [1] [2]. As a result, macOS threats r[NJ1] ely more heavily on social engineering instead of vulnerability exploitation to deliver payloads, a trend Darktrace has observed across the threat landscape [3].
Technical analysis
The infection chain starts with a phishing email that prompts the user to download an AppleScript file named “Confirmation_Token_Vesting.docx.scpt”, which attemps to masquerade as a legitimate Microsoft document.
Figure 1: The AppleScript header prompting execution of the script.
Once the user opens the AppleScript file, they are presented with a prompt instructing them to run the script, supposedly due to “compatibility issues”. This prompt is necessary as AppleScript requires user interaction to execute the script, preventing it from running automatically. To further conceal its intent, the malicious part of the script is buried below many empty lines, assuming a user likely will not to the end of the file where the malicious code is placed.
Figure 2: Curl request to receive the next stage.
This part of the script builds a silent curl request to “sevrrhst[.]com”, sending the user’s macOS operating system, CPU type and language. This request retrieves another script, which is saved as a hidden file at in ~/.ex.scpt, executed, and then deleted.
The retrieved payload is another AppleScript designed to steal credentials and retrieve additional payloads. It begins by loading the AppKit framework, which enables the script to create a fake dialog box prompting the user to enter their system username and password [4].
Figure 3: Fake dialog prompt for system password.
The script then validates the username and password using the command "dscl /Search -authonly <username> <password>", all while displaying a fake progress bar to the user. If validation fails, the dialog window shakes suggesting an incorrect password and prompting the user to try again. The username and password are then encoded in Base64 and sent to: https://sevrrhst[.]com/css/controller.php?req=contact&ac=<user>&qd=<pass>.
Figure 4: Requirements gathered on trusted binary.
Within the getCSReq() function, the script chooses from trusted Mac applications: Finder, Terminal, ScriptEditor, osascript, and bash. Using the codesign command codesign -d --requirements, it extracts the designated code-signing requirement from the target application. If a valid requirement cannot be retrieved, that binary is skipped. Once a designated requirement is gathered, it is then compiled into a binary trust object using the Code Signing Requirement command (csreq). This trust object is then converted into hex so it can later be injected into the TCC SQLite database.[NB2]
To bypass integrity checks, the TCC directory is renamed to com.appled.tcc using Finder. TCC is a macOS privacy framework designed to restrict application access to sensitive data, requiring users to explicitly grant permissions before apps can access items such as files, contacts, and system resources [1].
Figure 5: TCC directory renamed to com.appled.TCC.
Figure 6: Example of how users interact with TCC.
After the database directory rename is attempted, the killall command is used on the tccd daemon to force macOS to release the lock on the database. The database is then injected with the forged access records, including the service, trusted binary path, auth_value, and the forged csreq binary. The directory is renamed back to com.apple.TCC, allowing the injected entries to be read and the permissions to be accepted. This enables persistence authorization for:
Full disk access
Screen recording
Accessibility
Camera
Apple Events
Input monitoring
The malware does not grant permissions to itself; instead, it forges TCC authorizations for trusted Apple-signed binaries (Terminal, osascript, Script Editor, and bash) and then executes malicious actions through these binaries to inherit their permissions.
Although the malware is attempting to manipulate TCC state via Finder, a trusted system component, Apple has introduced updates in recent macOS versions that move much of the authorization enforcement into the tccd daemon. These updates prevent unauthorized permission modifications through directory or database manipulation. As a result, the script may still succeed on some older operating systems, but it is likely to fail on newer installations, as tcc.db reloads now have more integrity checks and will fail on Mobile Device Management (MDM) [NB5] systems as their profiles override TCC.
Figure 7: Snippet of decoded Base64 response.
A request is made to the C2, which retrieves and executes a Base64-encoded script. This script retrieves additional payloads based on the system architecture and stores them inside a directory it creates named ~/.nodes. A series of requests are then made to sevrrhst[.]com for:
/controller.php?req=instd
/controller.php?req=tell
/controller.php?req=skip
These return a node archive, bundled Node.js binary, and a JavaScript payload. The JavaScript file, index.js, is a loader that profiles the system and sends the data to the C2. The script identified the system platform, whether macOS, Linux or Windows, and then gathers OS version, CPU details, memory usage, disk layout, network interfaces, and running process. This is sent to https://sevrrhst[.]com/inc/register.php?req=init as a JSON object. The victim system is then registered with the C2 and will receive a Base64-encoded response.
Figure 8: LaunchAgent patterns to be replaced with victim information.
The Base64-encoded response decodes to an additional Javacript that is used to set up persistence. The script creates a folder named com.apple.commonjs in ~/Library and copies the Node dependencies into this directory. From the C2, the files package.json and default.js are retrieved and placed into the com.apple.commonjs folder. A LaunchAgent .plist is also downloaded into the LaunchAgents directory to ensure the malware automatically starts. The .plist launches node and default.js on load, and uses output logging to log errors and outputs.
Default.js is Base64 encoded JavaScript that functions as a command loop, periodically sending logs to the C2, and checking for new payloads to execute. This gives threat actors ongoing and the ability to dynamically modify behavior without having to redeploy the malware. A further Base64-encoded JavaScript file is downloaded as addon.js.
Addon.js is used as the final payload loader, retrieving a Base64-encoded binary from https://sevrrhst[.]com/inc/register.php?req=next. The binary is decoded from Base64 and written to disk as “node_addon”, and executed silently in the background. At the time of analysis, the C2 did not return a binary, possibly because certain conditions were not met. However, this mechanism enables the delivery and execution of payloads. If the initial TCC abuse were successful, this payload could access protected resources such as Screen Capture and Camera without triggering a consent prompt, due to the previously established trust.
Conclusion
This campaign shows how a malicious threat actor can use an AppleScript loader to exploit user trust and manipulate TCC authorization mechanisms, achieving persistent access to a target network without exploiting vulnerabilities.
Although recent macOS versions include safeguards against this type of TCC abuse, users should keep their systems fully updated to ensure the most up to date protections. These findings also highlight the intentions of threat actors when developing malware, even when their implementation is imperfect.
Credit to Tara Gould (Malware Research Lead) Edited by Ryan Traill (Analyst Content Lead)
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