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Beyond DMARC: Navigating the Gaps in Email Security

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29
Feb 2024
29
Feb 2024
This blog explores the benefits, implementation, challenges, and future trends associated with Domain-based Message Authentication (DMARC).

Email threat landscape  

Email has consistently ranked among the most targeted attack vectors, given its ubiquity and criticality to business operations. From September to December 2023, 10.4 million phishing emails were detected across Darktrace’s customer fleet demonstrating the frequency of attempted email-based attacks.

Businesses are searching for ways to harden their email security posture alongside email providers who are aiming to reduce malicious emails traversing their infrastructure, affecting their clients. Domain-based Message Authentication (DMARC) is a useful industry-wide protocol organizations can leverage to move towards these goals.  

What is DMARC?

DMARC is an email authentication protocol designed to enhance the security of email communication.

Major email service providers Google and Yahoo recently made the protocol mandatory for bulk senders in an effort to make inboxes safer worldwide. The new requirements demonstrate an increasing need for a standardized solution as misconfigured or nonexistent authentication systems continue to allow threat actors to evade detection and leverage the legitimate reputation of third parties.  

DMARC is a powerful tool that allows email administrators to confidently identify and stop certain spoofed emails; however, more organizations must implement the standard for it to reach its full potential. The success and effectiveness of DMARC is dependent on broad adoption of the standard – by organizations of all sizes.  

How does DMARC work?

DMARC builds on two key authentication technologies, Sender Policy Framework (SPF) and DomainKeys Identified Mail (DKIM) and helps to significantly improve their ability to prevent domain spoofing. SPF verifies that a sender’s IP address is authorized to send emails on behalf of a particular domain and DKIM ensures integrity of email content by providing a verifiable digital signature.  

DMARC adds to this by allowing domain owners to publish policies that set expectations for how SPF and DKIM verification checks relate to email addresses presented to users and whose authenticity the receiving mail server is looking to establish.  

These policies work in tandem to help authenticate email senders by verifying the emails are from the domain they say they are, working to prevent domain spoofing attacks. Key benefits of DMARC include:

  1. Phishing protection DMARC protects against direct domain spoofing in which a threat actor impersonates a legitimate domain, a common phishing technique threat actors use to trick employees to obtain sensitive information such as privileged credentials, bank information, etc.  
  2. Improving brand reputation: As DMARC helps to prevent impersonation of domains, it stands to maintain and increase an organization’s brand reputation. Additionally, as organizational reputation improves, so will the deliverability of emails.
  3. Increased visibility: DMARC provides enhanced visibility into email communication channels, including reports of all emails sent on behalf of your domain. This allows security teams to identify shadow-IT and any unauthorized parties using their domain.

Understanding DMARC’s Limitations

DMARC is often positioned as a way for organizations to ‘solve’ their email security problems, however, 65% of the phishing emails observed by Darktrace successfully passed DMARC verification, indicating that a significant number of threat actors are capable of manipulating email security and authentication systems in their exploits. While DMARC is a valuable tool in the fight against email-based attacks, the evolving threat landscape demands a closer look at its limitations.  

As threat actors continue to innovate, improving their stealth and evasion tactics, the number of attacks with valid DMARC authentication will only continue to increase in volume and sophistication. These can include:

  1. Phishing attacks that leverage non-spoofed domains: DMARC allows an organization to protect the domains that they own, preventing threat actors from being able to send phishing emails from their domains. However, threat actors will often create and use ‘look-a-like’ domains that closely resemble an organization’s domain to dupe users. 3% of the phishing emails identified by Darktrace utilized newly created domains, demonstrating shifting tactics.  
  2. Email Account Takeovers: If a threat actor gains access to a user’s email account through other social engineering means such as credential stuffing, they can then send phishing emails from the legitimate domain to pursue further attacks. Even though these emails are malicious, DMARC would not identify them as such because they are coming from an authorized domain or sender.  

Organizations must also ensure their inbound analysis of emails is not skewed by successful DMARC authentication. Security teams cannot inherently trust emails that pass DMARC, because the source cannot always be legitimized, like in the event of an account takeover. If a threat actor gains access to an authenticated email account, emails sent by the threat actor from that account will pass DMARC – however the contents of that email may be malicious. Sender behavior must be continuously evaluated and vetted in real time as past communication history and validated DMARC cannot be solely relied upon amid an ever-changing threat landscape.  

Security teams should lean on other security measures, such as anomaly detection tools that can identify suspicious emails without relying on historical attack rules and static data. While DMARC is not a silver bullet for email security, it is nevertheless foundational in helping organizations protect their brand identity and must be viewed as an essential layer in an organization's overall cyber security strategy.  

Implementing DMARC

Despite the criticality of DMARC for preserving brand reputation and trust, adoption of the standard has been inconsistent. DMARC can be complex to implement with many organizations lacking the time required to understand and successfully implement the standard. Because of this, DMARC set-up is often outsourced, giving security and infrastructure teams little to no visibility into or control of the process.  

Implementation of DMARC is only the start of this process, as DMARC reports must be consistently monitored to ensure organizations have visibility into who is sending mail from their domain, the volume of mail being sent and whether the mail is passing authentication protocols. This process can be time consuming for security teams who are already faced with mounting responsibilities, tight budgets, and personnel shortages. These complexities unfortunately delay organizations from using DMARC – especially as many today still view it as a ‘nice to have’ rather than an essential.  

With the potential complexities of the DMARC implementation process, there are many ways security and infrastructure teams can still successfully roll out the standard. Initial implementation should start with monitoring, policy adjustment and then enforcement. As business changes over time, DMARC should be reviewed regularly to ensure ongoing protection and maintain domain reputation.

The Future of Email Security

As email-based attacks continue to rise, the industry must recognize the importance of driving adoption of foundational email authentication protocols. To do this, a new and innovative approach to DMARC is needed. DMARC products must evolve to better support organizations throughout the ongoing DMARC monitoring process, rather than just initial implementation. These products must also be able to share intelligence across an organization’s security stack, extending beyond email security tools. Integration across these products and tools will help organizations optimize their posture, ensuring deep understanding of their domain and increased visibility across the entire enterprise.

DMARC is critical in protecting brand identity and mitigating exact-domain based attacks. However, organizations must understand DMARC’s unique benefits and limitations to ensure their inboxes are fully protected. In today’s evolving threat landscape, organizations require a robust, multi-layered approach to stop email threats – in inbound mail and beyond. Email threats have evolved – its time security does too.

Join Darktrace on 9 April for a virtual event to explore the latest innovations needed to get ahead of the rapidly evolving threat landscape. Register today to hear more about our latest innovations coming to Darktrace’s offerings. For additional insights check out Darktrace’s 2023 End of Year Threat Report.

Credit to Carlos Gray and Stephen Pickman for their contribution to this blog

INSIDE THE SOC
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.
AUTHOR
ABOUT ThE AUTHOR
Carlos Gray
Product Manager

Carlos Gonzalez Gray is a Product Marketing Manager at Darktrace. Based in the Madrid Office, Carlos engages with the global product team to ensure each product supports the company’s overall strategy and goals throughout their entire lifecycle. Previous to his position in the product team, Carlos worked as a Cyber Technology Specialist where he specialized in the OT sector protecting critical infrastructure.  His background as a consultant in Spain to IBEX 35 companies led him to become well versed in matters of compliance, auditing and data privacy as well. Carlos holds an Honors BA in Political Science and a Masters in Cybersecurity from IE University.

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Inside the SOC

Don’t Take the Bait: How Darktrace Keeps Microsoft Teams Phishing Attacks at Bay

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20
May 2024

Social Engineering in Phishing Attacks

Faced with increasingly cyber-aware endpoint users and vigilant security teams, more and more threat actors are forced to think psychologically about the individuals they are targeting with their phishing attacks. Social engineering methods like taking advantage of the human emotions of their would-be victims, pressuring them to open emails or follow links or face financial or legal repercussions, and impersonating known and trusted brands or services, have become common place in phishing campaigns in recent years.

Phishing with Microsoft Teams

The malicious use of the popular communications platform Microsoft Teams has become widely observed and discussed across the threat landscape, with many organizations adopting it as their primary means of business communication, and many threat actors using it as an attack vector. As Teams allows users to communicate with people outside of their organization by default [1], it becomes an easy entry point for potential attackers to use as a social engineering vector.

In early 2024, Darktrace/Apps™ identified two separate instances of malicious actors using Microsoft Teams to launch a phishing attack against Darktrace customers in the Europe, the Middle East and Africa (EMEA) region. Interestingly, in this case the attackers not only used a well-known legitimate service to carry out their phishing campaign, but they were also attempting to impersonate an international hotel chain.

Despite these attempts to evade endpoint users and traditional security measures, Darktrace’s anomaly detection enabled it to identify the suspicious phishing messages and bring them to the customer’s attention. Additionally, Darktrace’s autonomous response capability, was able to follow-up these detections with targeted actions to contain the suspicious activity in the first instance.

Darktrace Coverage of Microsoft Teams Phishing

Chats Sent by External User and Following Actions by Darktrace

On February 29, 2024, Darktrace detected the presence of a new external user on the Software-as-a-Service (SaaS) environment of an EMEA customer for the first time. The user, “REDACTED@InternationalHotelChain[.]onmicrosoft[.]com” was only observed on this date and no further activities were detected from this user after February 29.

Later the same day, the unusual external user created its first chat on Microsoft Teams named “New Employee Loyalty Program”. Over the course of around 5 minutes, the user sent 63 messages across 21 different chats to unique internal users on the customer’s SaaS platform. All these chats included the ‘foreign tenant user’ and one of the customer’s internal users, likely in an attempt to remain undetected. Foreign tenant user, in this case, refers to users without access to typical internal software and privileges, indicating the presence of an external user.

Darktrace’s detection of unusual messages being sent by a suspicious external user via Microsoft Teams.
Figure 1: Darktrace’s detection of unusual messages being sent by a suspicious external user via Microsoft Teams.
Advanced Search results showing the presence of a foreign tenant user on the customer’s SaaS environment.
Figure 2: Advanced Search results showing the presence of a foreign tenant user on the customer’s SaaS environment.

Darktrace identified that the external user had connected from an unusual IP address located in Poland, 195.242.125[.]186. Darktrace understood that this was unexpected behavior for this user who had only previously been observed connecting from the United Kingdom; it further recognized that no other users within the customer’s environment had connected from this external source, thereby deeming it suspicious. Further investigation by Darktrace’s analyst team revealed that the endpoint had been flagged as malicious by several open-source intelligence (OSINT) vendors.

External Summary highlighting the rarity of the rare external source from which the Teams messages were sent.
Figure 3: External Summary highlighting the rarity of the rare external source from which the Teams messages were sent.

Following Darktrace’s initial detection of these suspicious Microsoft Teams messages, Darktrace's autonomous response was able to further support the customer by providing suggested mitigative actions that could be applied to stop the external user from sending any additional phishing messages.

Unfortunately, at the time of this attack Darktrace's autonomous response capability was configured in human confirmation mode, meaning any autonomous response actions had to be manually actioned by the customer. Had it been enabled in autonomous response mode, it would have been able promptly disrupt the attack, disabling the external user to prevent them from continuing their phishing attempts and securing precious time for the customer’s security team to begin their own remediation procedures.

Darktrace autonomous response actions that were suggested following the ’Large Volume of Messages Sent from New External User’ detection model alert.
Figure 4: Darktrace autonomous response actions that were suggested following the ’Large Volume of Messages Sent from New External User’ detection model alert.

External URL Sent within Teams Chats

Within the 21 Teams chats created by the threat actor, Darktrace identified 21 different external URLs being sent, all of which included the domain "cloud-sharcpoint[.]com”. Many of these URLs had been recently established and had been flagged as malicious by OSINT providers [3]. This was likely an attempt to impersonate “cloud-sharepoint[.]com”, the legitimate domain of Microsoft SharePoint, with the threat actor attempting to ‘typo-squat’ the URL to convince endpoint users to trust the legitimacy of the link. Typo-squatted domains are commonly misspelled URLs registered by opportunistic attackers in the hope of gaining the trust of unsuspecting targets. They are often used for nefarious purposes like dropping malicious files on devices or harvesting credentials.

Upon clicking this malicious link, users were directed to a similarly typo-squatted domain, “InternatlonalHotelChain[.]sharcpoInte-docs[.]com”. This domain was likely made to appear like the SharePoint URL used by the international hotel chain being impersonated.

Redirected link to a fake SharePoint page attempting to impersonate an international hotel chain.
Figure 5: Redirected link to a fake SharePoint page attempting to impersonate an international hotel chain.

This fake SharePoint page used the branding of the international hotel chain and contained a document named “New Employee Loyalty Program”; the same name given to the phishing messages sent by the attacker on Microsoft Teams. Upon accessing this file, users would be directed to a credential harvester, masquerading as a Microsoft login page, and prompted to enter their credentials. If successful, this would allow the attacker to gain unauthorized access to a user’s SaaS account, thereby compromising the account and enabling further escalation in the customer’s environment.

Figure 6: A fake Microsoft login page that popped-up when attempting to open the ’New Employee Loyalty Program’ document.

This is a clear example of an attacker attempting to leverage social engineering tactics to gain the trust of their targets and convince them to inadvertently compromise their account. Many corporate organizations partner with other companies and well-known brands to offer their employees loyalty programs as part of their employment benefits and perks. As such, it would not necessarily be unexpected for employees to receive such an offer from an international hotel chain. By impersonating an international hotel chain, threat actors would increase the probability of convincing their targets to trust and click their malicious messages and links, and unintentionally compromising their accounts.

In spite of the attacker’s attempts to impersonate reputable brands, platforms, Darktrace/Apps was able to successfully recognize the malicious intent behind this phishing campaign and suggest steps to contain the attack. Darktrace recognized that the user in question had deviated from its ‘learned’ pattern of behavior by connecting to the customer’s SaaS environment from an unusual external location, before proceeding to send an unusually large volume of messages via Teams, indicating that the SaaS account had been compromised.

A Wider Campaign?

Around a month later, in March 2024, Darktrace observed a similar incident of a malicious actor impersonating the same international hotel chain in a phishing attacking using Microsoft Teams, suggesting that this was part of a wider phishing campaign. Like the previous example, this customer was also based in the EMEA region.  

The attack tactics identified in this instance were very similar to the previously example, with a new external user identified within the network proceeding to create a series of Teams messages named “New Employee Loyalty Program” containing a typo-squatted external links.

There were a few differences with this second incident, however, with the attacker using the domain “@InternationalHotelChainExpeditions[.]onmicrosoft[.]com” to send their malicious Teams messages and using differently typo-squatted URLs to imitate Microsoft SharePoint.

As both customers targeted by this phishing campaign were subscribed to Darktrace’s Proactive Threat Notification (PTN) service, this suspicious SaaS activity was promptly escalated to the Darktrace Security Operations Center (SOC) for immediate triage and investigation. Following their investigation, the SOC team sent an alert to the customers informing them of the compromise and advising urgent follow-up.

Conclusion

While there are clear similarities between these Microsoft Teams-based phishing attacks, the attackers here have seemingly sought ways to refine their tactics, techniques, and procedures (TTPs), leveraging new connection locations and creating new malicious URLs in an effort to outmaneuver human security teams and conventional security tools.

As cyber threats grow increasingly sophisticated and evasive, it is crucial for organizations to employ intelligent security solutions that can see through social engineering techniques and pinpoint suspicious activity early.

Darktrace’s Self-Learning AI understands customer environments and is able to recognize the subtle deviations in a device’s behavioral pattern, enabling it to effectively identify suspicious activity even when attackers adapt their strategies. In this instance, this allowed Darktrace to detect the phishing messages, and the malicious links contained within them, despite the seemingly trustworthy source and use of a reputable platform like Microsoft Teams.

Credit to Min Kim, Cyber Security Analyst, Raymond Norbert, Cyber Security Analyst and Ryan Traill, Threat Content Lead

Appendix

Darktrace Model Detections

SaaS Model

Large Volume of Messages Sent from New External User

SaaS / Unusual Activity / Large Volume of Messages Sent from New External User

Indicators of Compromise (IoCs)

IoC – Type - Description

https://cloud-sharcpoint[.]com/[a-zA-Z0-9]{15} - Example hostname - Malicious phishing redirection link

InternatlonalHotelChain[.]sharcpolnte-docs[.]com – Hostname – Redirected Link

195.242.125[.]186 - External Source IP Address – Malicious Endpoint

MITRE Tactics

Tactic – Technique

Phishing – Initial Access (T1566)

References

[1] https://learn.microsoft.com/en-us/microsoftteams/trusted-organizations-external-meetings-chat?tabs=organization-settings

[2] https://www.virustotal.com/gui/ip-address/195.242.125.186/detection

[3] https://www.virustotal.com/gui/domain/cloud-sharcpoint.com

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About the author
Min Kim
Cyber Security Analyst

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Inside the SOC

Lost in Translation: Darktrace Blocks Non-English Phishing Campaign Concealing Hidden Payloads

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15
May 2024

Email – the vector of choice for threat actors

In times of unprecedented globalization and internationalization, the enormous number of emails sent and received by organizations every day has opened the door for threat actors looking to gain unauthorized access to target networks.

Now, increasingly global organizations not only need to safeguard their email environments against phishing campaigns targeting their employees in their own language, but they also need to be able to detect malicious emails sent in foreign languages too [1].

Why are non-English language phishing emails more popular?

Many traditional email security vendors rely on pre-trained English language models which, while function adequately against malicious emails composed in English, would struggle in the face of emails composed in other languages. It should, therefore, come as no surprise that this limitation is becoming increasingly taken advantage of by attackers.  

Darktrace/Email™, on the other hand, focuses on behavioral analysis and its Self-Learning AI understands what is considered ‘normal’ for every user within an organization’s email environment, bypassing any limitations that would come from relying on language-trained models [1].

In March 2024, Darktrace observed anomalous emails on a customer’s network that were sent from email addresses belonging to an international fast-food chain. Despite this seeming legitimacy, Darktrace promptly identified them as phishing emails that contained malicious payloads, preventing a potentially disruptive network compromise.

Attack Overview and Darktrace Coverage

On March 3, 2024, Darktrace observed one of the customer’s employees receiving an email which would turn out to be the first of more than 50 malicious emails sent by attackers over the course of three days.

The Sender

Darktrace/Email immediately understood that the sender never had any previous correspondence with the organization or its employees, and therefore treated the emails with caution from the onset. Not only was Darktrace able to detect this new sender, but it also identified that the emails had been sent from a domain located in China and contained an attachment with a Chinese file name.

The phishing emails detected by Darktrace sent from a domain in China and containing an attachment with a Chinese file name.
Figure 1: The phishing emails detected by Darktrace sent from a domain in China and containing an attachment with a Chinese file name.

Darktrace further detected that the phishing emails had been sent in a synchronized fashion between March 3 and March 5. Eight unique senders were observed sending a total of 55 emails to 55 separate recipients within the customer’s email environment. The format of the addresses used to send these suspicious emails was “12345@fastflavor-shack[.]cn”*. The domain “fastflavor-shack[.]cn” is the legitimate domain of the Chinese division of an international fast-food company, and the numerical username contained five numbers, with the final three digits changing which likely represented different stores.

*(To maintain anonymity, the pseudonym “Fast Flavor Shack” and its fictitious domain, “fastflavor-shack[.]cn”, have been used in this blog to represent the actual fast-food company and the domains identified by Darktrace throughout this incident.)

The use of legitimate domains for malicious activities become commonplace in recent years, with attackers attempting to leverage the trust endpoint users have for reputable organizations or services, in order to achieve their nefarious goals. One similar example was observed when Darktrace detected an attacker attempting to carry out a phishing attack using the cloud storage service Dropbox.

As these emails were sent from a legitimate domain associated with a trusted organization and seemed to be coming from the correct connection source, they were verified by Sender Policy Framework (SPF) and were able to evade the customer’s native email security measures. Darktrace/Email; however, recognized that these emails were actually sent from a user located in Singapore, not China.

Darktrace/Email identified that the email had been sent by a user who had logged in from Singapore, despite the connection source being in China.
Figure 2: Darktrace/Email identified that the email had been sent by a user who had logged in from Singapore, despite the connection source being in China.

The Emails

Darktrace/Email autonomously analyzed the suspicious emails and identified that they were likely phishing emails containing a malicious multistage payload.

Darktrace/Email identifying the presence of a malicious phishing link and a multistage payload.
Figure 3: Darktrace/Email identifying the presence of a malicious phishing link and a multistage payload.

There has been a significant increase in multistage payload attacks in recent years, whereby a malicious email attempts to elicit recipients to follow a series of steps, such as clicking a link or scanning a QR code, before delivering a malicious payload or attempting to harvest credentials [2].

In this case, the malicious actor had embedded a suspicious link into a QR code inside a Microsoft Word document which was then attached to the email in order to direct targets to a malicious domain. While this attempt to utilize a malicious QR code may have bypassed traditional email security tools that do not scan for QR codes, Darktrace was able to identify the presence of the QR code and scan its destination, revealing it to be a suspicious domain that had never previously been seen on the network, “sssafjeuihiolsw[.]bond”.

Suspicious link embedded in QR Code, which was detected and extracted by Darktrace.
Figure 4: Suspicious link embedded in QR Code, which was detected and extracted by Darktrace.

At the time of the attack, there was no open-source intelligence (OSINT) on the domain in question as it had only been registered earlier the same day. This is significant as newly registered domains are typically much more likely to bypass gateways until traditional security tools have enough intelligence to determine that these domains are malicious, by which point a malicious actor may likely have already gained access to internal systems [4]. Despite this, Darktrace’s Self-Learning AI enabled it to recognize the activity surrounding these unusual emails as suspicious and indicative of a malicious phishing campaign, without needing to rely on existing threat intelligence.

The most commonly used sender name line for the observed phishing emails was “财务部”, meaning “finance department”, and Darktrace observed subject lines including “The document has been delivered”, “Income Tax Return Notice” and “The file has been released”, all written in Chinese.  The emails also contained an attachment named “通知文件.docx” (“Notification document”), further indicating that they had been crafted to pass for emails related to financial transaction documents.

 Darktrace/Email took autonomous mitigative action against the suspicious emails by holding the message from recipient inboxes.
Figure 5: Darktrace/Email took autonomous mitigative action against the suspicious emails by holding the message from recipient inboxes.

Conclusion

Although this phishing attack was ultimately thwarted by Darktrace/Email, it serves to demonstrate the potential risks of relying on solely language-trained models to detect suspicious email activity. Darktrace’s behavioral and contextual learning-based detection ensures that any deviations in expected email activity, be that a new sender, unusual locations or unexpected attachments or link, are promptly identified and actioned to disrupt the attacks at the earliest opportunity.

In this example, attackers attempted to use non-English language phishing emails containing a multistage payload hidden behind a QR code. As traditional email security measures typically rely on pre-trained language models or the signature-based detection of blacklisted senders or known malicious endpoints, this multistage approach would likely bypass native protection.  

Darktrace/Email, meanwhile, is able to autonomously scan attachments and detect QR codes within them, whilst also identifying the embedded links. This ensured that the customer’s email environment was protected against this phishing threat, preventing potential financial and reputation damage.

Credit to: Rajendra Rushanth, Cyber Analyst, Steven Haworth, Head of Threat Modelling, Email

Appendices  

List of Indicators of Compromise (IoCs)  

IoC – Type – Description

sssafjeuihiolsw[.]bond – Domain Name – Suspicious Link Domain

通知文件.docx – File - Payload  

References

[1] https://darktrace.com/blog/stopping-phishing-attacks-in-enter-language  

[2] https://darktrace.com/blog/attacks-are-getting-personal

[3] https://darktrace.com/blog/phishing-with-qr-codes-how-darktrace-detected-and-blocked-the-bait

[4] https://darktrace.com/blog/the-domain-game-how-email-attackers-are-buying-their-way-into-inboxes

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About the author
Rajendra Rushanth
Cyber Analyst
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