Blog
Employees and Email: How Considering User Experience Strengthens Email Security
When considering email security, IT teams have historically had to choose between excluding employees entirely, or including them but giving them too much power and implementing unenforceable, trust-based policies that try to make up for it.
However, just because email security should not rely on employees, this does not mean they should be excluded entirely. Employees are the ones interacting with emails daily, and their experiences and behaviors can provide valuable security insights and even influence productivity.
AI technology supports employee engagement in this non-intrusive, nuanced way to not only maintain email security, but also enhance it.
Finding a Balance of Employee Involvement in Security Strategies
Historically, security solutions offered ‘all or nothing’ approaches to employee engagement. On one hand, when employees are involved, they are unreliable. Employees cannot all be experts in security on top of their actual job responsibilities, and mistakes are bound to happen in fast-paced environments.
Although there have been attempts to raise security awareness, they often have shortcomings, as training emails lack context and realism, leaving employees with poor understandings that often lead to reporting emails that are actually safe. Having users constantly triaging their inboxes and reporting safe emails wastes time that takes away from their own productivity as well as the productivity of the security team.
Other historic forms of employee involvement also put security at risk. For example, users could create blanket rules through feedback, which could lead to common problems like safe-listing every email that comes from the gmail.com domain. Other times, employees could choose for themselves to release emails without context or limitations, introducing major risks to the organization. While these types of actions include employees to participate in security, they do so at the cost of security.
Even lower stakes employee involvement can prove ineffective. For example, excessive warnings when sending emails to external contacts can lead to banner fatigue. When employees see the same warning message or alert at the top of every message, it’s human nature that they soon become accustomed and ultimately immune to it.
On the other hand, when employees are fully excluded from security, an opportunity is missed to fine-tune security according to the actual users and to gain feedback on how well the email security solution is working.
So, both options of historically conventional email security, to include or exclude employees, prove incapable of leveraging employees effectively. The best email security practice strikes a balance between these two extremes, allowing more nuanced interactions that maintain security without interrupting daily business operations. This can be achieved with AI that tailors the interactions specifically to each employee to add to security instead of detracting from it.
Reducing False Reports While Improving Security Awareness Training
Humans and AI-powered email security can simultaneously level up by working together. AI can inform employees and employees can inform AI in an employee-AI feedback loop.
By understanding ‘normal’ behavior for every email user, AI can identify unusual, risky components of an email and take precise action based on the nature of the email to neutralize them, such as rewriting links, flattening attachments, and moving emails to junk. AI can go one step further and explain in non-technical language why it has taken a specific action, which educates users. In contrast to point-in-time simulated phishing email campaigns, this means AI can share its analysis in context and in real time at the moment a user is questioning an email.
The employee-AI feedback loop educates employees so that they can serve as additional enrichment data. It determines the appropriate levels to inform and teach users, while not relying on them for threat detection.
In the other direction, the AI learns from users’ activity in the inbox and gradually factors this into its decision-making. This is not a ‘one size fits all’ mechanism – one employee marking an email as safe will never result in blanket approval across the business – but over time, patterns can be observed and autonomous decision-making enhanced.
The employee-AI feedback loop draws out the maximum potential benefits of employee involvement in email security. Other email security solutions only consider the security team, enhancing its workflow but never considering the employees that report suspicious emails. Employees who try to do the right thing but blindly report emails never learn or improve and end up wasting their own time. By considering employees and improving security awareness training, the employee-AI feedback loop can level up users. They learn from the AI explanations how to identify malicious components, and so then report fewer emails but with greater accuracy.
While AI programs have classically acted like black boxes, Darktrace trains its AI on the best data, the organization’s actual employees, and invites both the security team and employees to see the reasoning behind its conclusions. Over time, employees will trust themselves more as they better learn how to discern unsafe emails.
Leveraging AI to Generate Productivity Gains
Uniquely, AI-powered email security can have effects outside of security-related areas. It can save time by managing non-productive email. As the AI constantly learns employee behavior in the inbox, it becomes extremely effective at detecting spam and graymail – emails that aren't necessarily malicious, but clutter inboxes and hamper productivity. It does this on a per-user basis, specific to how each employee treats spam, graymail, and newsletters. The AI learns to detect this clutter and eventually learns which to pull from the inbox, saving time for the employees. This highlights how security solutions can go even further than merely protecting the email environment with a light touch, to the point where AI can promote productivity gains by automating tasks like inbox sorting.
Preventing Email Mishaps: How to Deal with Human Error
Improved user understanding and decision making cannot stop natural human error. Employees are bound to make mistakes and can easily send emails to the wrong people, especially when Outlook auto-fills the wrong recipient. This can have effects ranging anywhere from embarrassing to critical, with major implications on compliance, customer trust, confidential intellectual property, and data loss.
However, AI can help reduce instances of accidentally sending emails to the wrong people. When a user goes to send an email in Outlook, the AI will analyze the recipients. It considers the contextual relationship between the sender and recipients, the relationships the recipients have with each other, how similar each recipient’s name and history is to other known contacts, and the names of attached files.
If the AI determines that the email is outside of a user’s typical behavior, it may alert the user. Security teams can customize what the AI does next: it can block the email, block the email but allow the user to override it, or do nothing but invite the user to think twice. Since the AI analyzes each email, these alerts are more effective than consistent, blanket alerts warning about external recipients, which often go ignored. With this targeted approach, the AI prevents data leakage and reduces cyber risk.
Since the AI is always on and continuously learning, it can adapt autonomously to employee changes. If the role of an employee evolves, the AI will learn the new normal, including common behaviors, recipients, attached file names, and more. This allows the AI to continue effectively flagging potential instances of human error, without needing manual rule changes or disrupting the employee’s workflow.
Email Security Informed by Employee Experience
As the practical users of email, employees should be considered when designing email security. This employee-conscious lens to security can strengthen defenses, improve productivity, and prevent data loss.
In these ways, email security can benefit both employees and security teams. Employees can become another layer of defense with improved security awareness training that cuts down on false reports of safe emails. This insight into employee email behavior can also enhance employee productivity by learning and sorting graymail. Finally, viewing security in relation to employees can help security teams deploy tools that reduce data loss by flagging misdirected emails. With these capabilities, Darktrace/Email™ enables security teams to optimize the balance of employee involvement in email security.
¿Te gusta esto y quieres más?
Blog
Dentro del SOC
PurpleFox in a Henhouse: How Darktrace Hunted Down a Persistent and Dynamic Rootkit
Versatile Malware: PurpleFox
As organizations and security teams across the world move to bolster their digital defenses against cyber threats, threats actors, in turn, are forced to adopt more sophisticated tactics, techniques and procedures (TTPs) to circumvent them. Rather than being static and predictable, malware strains are becoming increasingly versatile and therefore elusive to traditional security tools.
One such example is PurpleFox. First observed in 2018, PurpleFox is a combined fileless rootkit and backdoor trojan known to target Windows machines. PurpleFox is known for consistently adapting its functionalities over time, utilizing different infection vectors including known vulnerabilities (CVEs), fake Telegram installers, and phishing. It is also leveraged by other campaigns to deliver ransomware tools, spyware, and cryptocurrency mining malware. It is also widely known for using Microsoft Software Installer (MSI) files masquerading as other file types.
The Evolution of PurpleFox
The Original Strain
First reported in March 2018, PurpleFox was identified to be a trojan that drops itself onto Windows machines using an MSI installation package that alters registry values to replace a legitimate Windows system file [1]. The initial stage of infection relied on the third-party toolkit RIG Exploit Kit (EK). RIG EK is hosted on compromised or malicious websites and is dropped onto the unsuspecting system when they visit browse that site. The built-in Windows installer (MSIEXEC) is leveraged to run the installation package retrieved from the website. This, in turn, drops two files into the Windows directory – namely a malicious dynamic-link library (DLL) that acts as a loader, and the payload of the malware. After infection, PurpleFox is often used to retrieve and deploy other types of malware.
Subsequent Variants
Since its initial discovery, PurpleFox has also been observed leveraging PowerShell to enable fileless infection and additional privilege escalation vulnerabilities to increase the likelihood of successful infection [2]. The PowerShell script had also been reported to be masquerading as a .jpg image file. PowerSploit modules are utilized to gain elevated privileges if the current user lacks administrator privileges. Once obtained, the script proceeds to retrieve and execute a malicious MSI package, also masquerading as an image file. As of 2020, PurpleFox no longer relied on the RIG EK for its delivery phase, instead spreading via the exploitation of the SMB protocol [3]. The malware would leverage the compromised systems as hosts for the PurpleFox payloads to facilitate its spread to other systems. This mode of infection can occur without any user action, akin to a worm.
The current iteration of PurpleFox reportedly uses brute-forcing of vulnerable services, such as SMB, to facilitate its spread over the network and escalate privileges. By scanning internet-facing Windows computers, PurpleFox exploits weak passwords for Windows user accounts through SMB, including administrative credentials to facilitate further privilege escalation.
Darktrace detection of PurpleFox
In July 2023, Darktrace observed an example of a PurpleFox infection on the network of a customer in the healthcare sector. This observation was a slightly different method of downloading the PurpleFox payload. An affected device was observed initiating a series of service control requests using DCE-RPC, instructing the device to make connections to a host of servers to download a malicious .PNG file, later confirmed to be the PurpleFox rootkit. The device was then observed carrying out worm-like activity to other external internet-facing servers, as well as scanning related subnets.
Darktrace DETECT™ was able to successfully identify and track this compromise across the cyber kill chain and ensure the customer was able to take swift remedial action to prevent the attack from escalating further.
While the customer in question did have Darktrace RESPOND™, it was configured in human confirmation mode, meaning any mitigative actions had to be manually applied by the customer’s security team. If RESPOND had been enabled in autonomous response mode at the time of the attack, it would have been able to take swift action against the compromise to contain it at the earliest instance.
Attack Overview
Initial Scanning over SMB
On July 14, 2023, Darktrace detected the affected device scanning other internal devices on the customer’s network via port 445. The numerous connections were consistent with the aforementioned worm-like activity that has been reported from PurpleFox behavior as it appears to be targeting SMB services looking for open or vulnerable channels to exploit.
This initial scanning activity was detected by Darktrace DETECT, specifically through the model breach ‘Device / Suspicious SMB Scanning Activity’. Darktrace’s Cyber AI Analyst™ then launched an autonomous investigation into these internal connections and tied them into one larger-scale network reconnaissance incident, rather than a series of isolated connections.
As Darktrace RESPOND was configured in human confirmation mode, it was unable to autonomously block these internal connections. However, it did suggest blocking connections on port 445, which could have been manually applied by the customer’s security team.
Privilege Escalation
The device successfully logged in via NTLM with the credential, ‘administrator’. Darktrace recognized that the endpoint was external to the customer’s environment, indicating that the affected device was now being used to propagate the malware to other networks. Considering the lack of observed brute-force activity up to this point, the credentials for ‘administrator’ had likely been compromised prior to Darktrace’s deployment on the network, or outside of Darktrace’s purview via a phishing attack.
Exploitation
Darktrace then detected a series of service control requests over DCE-RPC using the credential ‘admin’ to make SVCCTL Create Service W Requests. A script was then observed where the controlled device is instructed to launch mshta.exe, a Windows-native binary designed to execute Microsoft HTML Application (HTA) files. This enables the execution of arbitrary script code, VBScript in this case.
There are a few MSIEXEC flags to note:
- /i : installs or configures a product
- /Q : sets the user interface level. In this case, it is set to ‘No UI’, which is used for “quiet” execution, so no user interaction is required
Evidently, this was an attempt to evade detection by endpoint users as it is surreptitiously installed onto the system. This corresponds to the download of the rootkit that has previously been associated with PurpleFox. At this stage, the infected device continues to be leveraged as an attack device and scans SMB services over external endpoints. The device also appeared to attempt brute-forcing over NTLM using the same ‘administrator’ credential to these endpoints. This activity was identified by Darktrace DETECT which, if enabled in autonomous response mode would have instantly blocked similar outbound connections, thus preventing the spread of PurpleFox.
Installation
On August 9, Darktrace observed the device making initial attempts to download a malicious .PNG file. This was a notable change in tactics from previously reported PurpleFox campaigns which had been observed utilizing .MOE files for their payloads [3]. The .MOE payloads are binary files that are more easily detected and blocked by traditional signatured-based security measures as they are not associated with known software. The ubiquity of .PNG files, especially on the web, make identifying and blacklisting the files significantly more difficult.
The first connection was made with the URI ‘/test.png’. It was noted that the HTTP method here was HEAD, a method similar to GET requests except the server must not return a message-body in the response.
The metainformation contained in the HTTP headers in response to a HEAD request should be identical to the information sent in response to a GET request. This method is often used to test hypertext links for validity and recent modification. This is likely a way of checking if the server hosting the payload is still active. Avoiding connections that could possibly be detected by antivirus solutions can help keep this activity under-the-radar.
The server responds with a status code of 200 before the download begins. The HEAD request could be part of the attacker’s verification that the server is still running, and that the payload is available for download. The ‘/test.png’ HEAD request was sent twice, likely for double confirmation to begin the file transfer.
Subsequent analysis using a Packet Capture (PCAP) tool revealed that this connection used the Windows Installer user agent that has previously been associated with PurpleFox. The device then began to download a payload that was masquerading as a Microsoft Word document. The device was thus able to download the payload twice, from two separate endpoints.
By masquerading as a Microsoft Word file, the threat actor was likely attempting to evade the detection of the endpoint user and traditional security tools by passing off as an innocuous text document. Likewise, using a Windows Installer user agent would enable threat actors to bypass antivirus measures and disguise the malicious installation as legitimate download activity.
Darktrace DETECT identified that these were masqueraded file downloads by correctly identifying the mismatch between the file extension and the true file type. Subsequently, AI Analyst was able to correctly identify the file type and deduced that this download was indicative of the device having been compromised.
In this case, the device attempted to download the payload from several different endpoints, many of which had low antivirus detection rates or open-source intelligence (OSINT) flags, highlighting the need to move beyond traditional signature-base detections.
If Darktrace RESPOND was enabled in autonomous response mode at the time of the attack it would have acted by blocking connections to these suspicious endpoints, thus preventing the download of malicious files. However, as RESPOND was in human confirmation mode, RESPOND actions required manual application by the customer’s security team which unfortunately did not happen, as such the device was able to download the payloads.
Conclusion
The PurpleFox malware is a particularly dynamic strain known to continually evolve over time, utilizing a blend of old and new approaches to achieve its goals which is likely to muddy expectations on its behavior. By frequently employing new methods of attack, malicious actors are able to bypass traditional security tools that rely on signature-based detections and static lists of indictors of compromise (IoCs), necessitating a more sophisticated approach to threat detection.
Darktrace DETECT’s Self-Learning AI enables it to confront adaptable and elusive threats like PurpleFox. By learning and understanding customer networks, it is able to discern normal network behavior and patterns of life, distinguishing expected activity from potential deviations. This anomaly-based approach to threat detection allows Darktrace to detect cyber threats as soon as they emerge.
By combining DETECT with the autonomous response capabilities of RESPOND, Darktrace customers are able to effectively safeguard their digital environments and ensure that emerging threats can be identified and shut down at the earliest stage of the kill chain, regardless of the tactics employed by would-be attackers.
Credit to Piramol Krishnan, Cyber Analyst, Qing Hong Kwa, Senior Cyber Analyst & Deputy Team Lead, Singapore
Appendices
Darktrace Model Detections
- Device / Increased External Connectivity
- Device / Large Number of Connections to New Endpoints
- Device / SMB Session Brute Force (Admin)
- Compliance / External Windows Communications
- Anomalous Connection / New or Uncommon Service Control
- Compromise / Unusual SVCCTL Activity
- Compromise / Rare Domain Pointing to Internal IP
- Anomalous File / Masqueraded File Transfer
RESPOND Models
- Antigena / Network / Significant Anomaly / Antigena Breaches Over Time Block
- Antigena / Network / External Threat / Antigena Suspicious Activity Block
- Antigena / Network / Significant Anomaly / Antigena Significant Anomaly from Client Block
- Antigena / Network / Significant Anomaly / Antigena Enhanced Monitoring from Client Block
- Antigena / Network / External Threat / Antigena Suspicious File Block
- Antigena / Network / External Threat / Antigena File then New Outbound Block
List of IoCs
IoC - Type - Description
/C558B828.Png - URI - URI for Purple Fox Rootkit [4]
5b1de649f2bc4eb08f1d83f7ea052de5b8fe141f - File Hash - SHA1 hash of C558B828.Png file (Malware payload)
190.4.210[.]242 - IP - Purple Fox C2 Servers
218.4.170[.]236 - IP - IP for download of .PNG file (Malware payload)
180.169.1[.]220 - IP - IP for download of .PNG file (Malware payload)
103.94.108[.]114:10837 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
221.199.171[.]174:16543 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
61.222.155[.]49:14098 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
178.128.103[.]246:17880 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
222.134.99[.]132:12539 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
164.90.152[.]252:18075 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
198.199.80[.]121:11490 - IP - IP from Service Control MSIEXEC script to download PNG file (Malware payload)
MITRE ATT&CK Mapping
Tactic - Technique
Reconnaissance - Active Scanning T1595, Active Scanning: Scanning IP Blocks T1595.001, Active Scanning: Vulnerability Scanning T1595.002
Resource Development - Obtain Capabilities: Malware T1588.001
Initial Access, Defense Evasion, Persistence, Privilege Escalation - Valid Accounts: Default Accounts T1078.001
Initial Access - Drive-by Compromise T1189
Defense Evasion - Masquerading T1036
Credential Access - Brute Force T1110
Discovery - Network Service Discovery T1046
Command and Control - Proxy: External Proxy T1090.002
References
- https://blog.360totalsecurity.com/en/purple-fox-trojan-burst-out-globally-and-infected-more-than-30000-users/
- https://www.trendmicro.com/en_us/research/19/i/purple-fox-fileless-malware-with-rookit-component-delivered-by-rig-exploit-kit-now-abuses-powershell.html
- https://www.akamai.com/blog/security/purple-fox-rootkit-now-propagates-as-a-worm
- https://www.foregenix.com/blog/an-overview-on-purple-fox
- https://www.trendmicro.com/en_sg/research/21/j/purplefox-adds-new-backdoor-that-uses-websockets.html
Blog
OT
$70 Million in Cyber Security Funding for Electric Cooperatives & Utilities
What is the Bipartisan Infrastructure Deal?
The Bipartisan Infrastructure Law passed by congress in 2021 aimed to upgrade power and infrastructure to deliver clean, reliable energy across the US to achieve zero-emissions. To date, the largest investment in clean energy, the deal will fund new programs to support the development and deployment of clean energy technology.
Why is it relevant to electric municipalities?
Section 40124 of the Bipartisan Infrastructure Law allocates $250 million over a 5-year period to create the Rural and Municipal Utility Cybersecurity (RMUC) Program to help electric cooperative, municipal, and small investor-owned utilities protect against, detect, respond to, and recover from cybersecurity threats.1 This act illuminates the value behind a full life-cycle approach to cyber security. Thus, finding a cyber security solution that can provide all aspects of security in one integrated platform would enhance the overall security posture and ease many of the challenges that arise with adopting multiple point solutions.
On November 16, 2023 the Office of Cybersecurity, Energy Security, and Emergency Response (CESER) released the Advanced Cybersecurity Technology (ACT) for electric utilities offering a $70 million funding opportunity that aims to enhance the cybersecurity posture of electric cooperative, municipal, and small investor-owned utilities.
Funding Details
10 projects will be funded with application submissions due November 29, 2023, 5:00 pm ET with $200,000 each in cash prizes in the following areas:
- Direct support for eligible utilities to make investments in cybersecurity technologies, tools, training, and improvements in utility processes and procedures;
- Funding to strengthen the peer-to-peer and not-for-profit cybersecurity technical assistance ecosystem currently serving eligible electric utilities; and
- Increasing access to cybersecurity technical assistance and training for eligible utilities with limited cybersecurity resources. 2
To submit for this award visit: https://www.herox.com/ACT1Prize
How can electric municipalities utilize the funding?
While the adoption of hybrid working patterns increase cloud and SaaS usage, the number of industrial IoT devices also continues to rise. The result is decrease in visibility for security teams and new entry points for attackers. Particularly for energy and utility organizations.
Electric cooperatives seeking to enhance their cyber security posture can aim to invest in cyber security tools that provide the following:
Compliance support: Consider finding an OT security solution that maps out how its solutions and features help your organization comply with relevant compliance mandates such as NIST, ISA, FERC, TSA, HIPAA, CIS Controls, and more.
Anomaly based detection: Siloed security solutions also fail to detect attacks that span
the entire organization. Anomaly-based detection enhances an organization’s cyber security posture by proactively defending against potential attacks and maintaining a comprehensive view of their attack surface.
Integration capabilities: Implementation of several point solutions that complete individual tasks runs the risk of increasing workloads for operators and creates additional challenges with compliance, budgeting, and technical support. Look for cyber security tools that integrate with your existing technologies.
Passive and active asset tracking: Active Identification offers accurate enumeration, real time updates, vulnerability assessment, asset validation while Passive Identification eliminates the risk of operational disruption, minimizes risk, does not generate additional network traffic. It would be ideal to find a security solution that can do both.
Can secure both IT and OT in unison: Given that most OT cyber-attacks actually start in IT networks before pivoting into OT, a mature security posture for critical infrastructure would include a single solution for both IT and OT. Separate solutions for IT and OT present challenges when defending network boundaries and detecting incidents when an attacker pivots from IT to OT. These independent solutions also significantly increase operator workload and materially diminish risk mitigation efforts.
Darktrace/OT for Electric Cooperatives and Utilities
For smaller teams with just one or two dedicated employees, Darktrace’s Cyber AI Analyst and Investigation features allow end users to spend less time in the platform as it compiles critical incidents into comprehensive actionable event reports. AI Analyst brings all the information into a centralized view with incident reporting in natural language summaries and can be generated for compliance reports specific to regulatory requirements.
For larger teams, Darktrace alerts can be forwarded to 3rd party platforms such as a SIEM, where security team decision making is augmented. Additionally, executive reports and autonomous response reduce the alert fatigue generally associated with legacy tools. Most importantly, Darktrace’s unique understanding of normal allows security teams to detect zero-days and signatureless attacks regardless of the size of the organization and how alerts are consumed.
Key Benefits of Darktrace/OT
- Anomaly-based detection and real-time response
- Secures IT, OT, and IoT in unison
- Active and Passive Asset Identification
- Automated security reporting
- Attack surface management and vulnerability assessment
- Covers all levels of the Purdue Model
.png)
References
