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September 28, 2023

How Darktrace Stopped an Account Hijack Fast

Learn how Darktrace detected an account hijack within days of deployment. Discover the strategies used to protect against cyber threats.
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.
Written by
Min Kim
Cyber Security Analyst
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28
Sep 2023

Cloud Migration Expanding the Attack Surface

Cloud migration is here to stay – accelerated by pandemic lockdowns, there has been an ongoing increase in the use of public cloud services, and Gartner has forecasted worldwide public cloud spending to grow around 20%, or by almost USD 600 billion [1], in 2023. With more and more organizations utilizing cloud services and moving their operations to the cloud, there has also been a corresponding shift in malicious activity targeting cloud-based software and services, including Microsoft 365, a prominent and oft-used Software-as-a-Service (SaaS).

With the adoption and implementation of more SaaS products, the overall attack surface of an organization increases – this gives malicious actors additional opportunities to exploit and compromise a network, necessitating proper controls to be in place. This increased attack surface can leave organization’s open to cyber risks like cloud misconfigurations, supply chain attacks and zero-day vulnerabilities [2]. In order to achieve full visibility over cloud activity and prevent SaaS compromise, it is paramount for security teams to deploy sophisticated security measures that are able to learn an organization’s SaaS environment and detect suspicious activity at the earliest stage.

Darktrace Immediately Detects Hijacked Account

In May 2023, Darktrace observed a chain of suspicious SaaS activity on the network of a customer who was about to begin their trial of Darktrace/Apps™ and Darktrace/Email™. Despite being deployed on the network for less than a week, Darktrace DETECT™ recognized that the legitimate SaaS account, belonging to an executive at the organization, had been hijacked. Darktrace/Email was able to provide full visibility over inbound and outbound mail and identified that the compromised account was subsequently used to launch an internal spear-phishing campaign.

If Darktrace RESPOND™ were enabled in autonomous response mode at the time of this compromise, it would have been able to take swift preventative action to disrupt the account compromise and prevent the ensuing phishing attack.

Account Hijack Attack Overview

Unusual External Sources for SaaS Credentials

On May 9, 2023, Darktrace/Apps detected the first in a series of anomalous activities performed by a Microsoft 365 user account that was indicative of compromise, namely a failed login from an external IP address located in Virginia.

Figure 1: The failed login notice, as seen in Darktrace/Apps. The notice includes additional context about the failed login attempt to the SaaS account.

Just a few minutes later, Darktrace observed the same user credential being used to successfully login from the same unusual IP address, with multi-factor authentication (MFA) requirements satisfied.

Figure 2: The “Unusual External Source for SaaS Credential Use” model breach summary, showing the successful login to the SaaS user account (with MFA), from the rare external IP address.

A few hours after this, the user credential was once again used to login from a different city in the state of Virginia, with MFA requirements successfully met again. Around the time of this activity, the SaaS user account was also observed previewing various business-related files hosted on Microsoft SharePoint, behavior that, taken in isolation, did not appear to be out of the ordinary and could have represented legitimate activity.

The following day, May 10, however, there were additional login attempts observed from two different states within the US, namely Texas and Florida. Darktrace understood that this activity was extremely suspicious, as it was highly improbable that the legitimate user would be able to travel over 2,500 miles in such a short period of time. Both login attempts were successful and passed MFA requirements, suggesting that the malicious actor was employing techniques to bypass MFA. Such MFA bypass techniques could include inserting malicious infrastructure between the user and the application and intercepting user credentials and tokens, or by compromising browser cookies to bypass authentication controls [3]. There have also been high-profile cases in the recent years of legitimate users mistakenly (and perhaps even instinctively) accepting MFA prompts on their token or mobile device, believing it to be a legitimate process despite not having performed the login themselves.

New Email Rule

On the evening of May 10, following the successful logins from multiple US states, Darktrace observed the Microsoft 365 user creating a new inbox rule, named “.’, in Microsoft Outlook from an IP located in Florida. Threat actors are often observed naming new email rules with single characters, likely to evade detection, but also for the sake of expediency so as to not expend any additional time creating meaningful labels.

In this case the newly created email rules included several suspicious properties, including ‘AlwaysDeleteOutlookRulesBlob’, ‘StopProcessingRules’ and “MoveToFolder”.

Firstly, ‘AlwaysDeleteOutlookRulesBlob’ suppresses or hides warning messages that typically appear if modifications to email rules are made [4]. In this case, it is likely the malicious actor was attempting to implement this property to obfuscate the creation of new email rules.

The ‘StopProcessingRules’ rule meant that any subsequent email rules created by the legitimate user would be overridden by the email rule created by the malicious actor [5]. Finally, the implementation of “MoveToFolder” would allow the malicious actor to automatically move all outgoing emails from the “Sent” folder to the “Deleted Items” folder, for example, further obfuscating their malicious activities [6]. The utilization of these email rule properties is frequently observed during account hijackings as it allows attackers to delete and/or forward key emails, delete evidence of exploitation and launch phishing campaigns [7].

In this incident, the new email rule would likely have enabled the malicious actor to evade the detection of traditional security measures and achieve greater persistence using the Microsoft 365 account.

Figure 3: Screenshot of the “New Email Rule” model breach. The Office365 properties associated with the newly modified Microsoft Outlook inbox rule, “.”, are highlighted in red.

Account Update

A few hours after the creation of the new email rule, Darktrace observed the threat actor successfully changing the Microsoft 365 user’s account password, this time from a new IP address in Texas. As a result of this action, the attacker would have locked out the legitimate user, effectively gaining full access over the SaaS account.

Figure 4: The model breach event log showing the user password and token change updates performed by the compromised SaaS account.

Phishing Emails

The compromised SaaS account was then observed sending a high volume of suspicious emails to both internal and external email addresses. Darktrace was able to identify that the emails attempting to impersonate the legitimate service DocuSign and contained a malicious link prompting users to click on the text “Review Document”. Upon clicking this link, users would be redirected to a site hosted on Adobe Express, namely hxxps://express.adobe[.]com/page/A9ZKVObdXhN4p/.

Adobe Express is a free service that allows users to create web pages which can be hosted and shared publicly; it is likely that the threat actor here leveraged the service to use in their phishing campaign. When clicked, such links could result in a device unwittingly downloading malware hosted on the site, or direct unsuspecting users to a spoofed login page attempting to harvest user credentials by imitating legitimate companies like Microsoft.

Figure 5: Screenshot of the phishing email, containing a malicious link hidden behind the “Review Document” text. The embedded link directs to a now-defunct page that was hosted on Adobe Express.

The malicious site hosted on Adobe Express was subsequently taken down by Adobe, possibly in response to user reports of maliciousness. Unfortunately though, platforms like this that offer free webhosting services can easily and repeatedly be abused by malicious actors. Simply by creating new pages hosted on different IP addresses, actors are able to continue to carry out such phishing attacks against unsuspecting users.

In addition to the suspicious SaaS and email activity that took place between May 9 and May 10, Darktrace/Email also detected the compromised account sending and receiving suspicious emails starting on May 4, just two days after Darktrace’s initial deployment on the customer’s environment. It is probable that the SaaS account was compromised around this time, or even prior to Darktrace’s deployment on May 2, likely via a phishing and credential harvesting campaign similar to the one detailed above.

Figure 6: Event logs of the compromised SaaS user, here seen breaching several Darktrace/Email model breaches on 4th May.

Darktrace Coverage

As the customer was soon to begin their trial period, Darktrace RESPOND was set in “human confirmation” mode, meaning that any preventative RESPOND actions required manual application by the customer’s security team.

If Darktrace RESPOND had been enabled in autonomous response mode during this incident, it would have taken swift mitigative action by logging the suspicious user out of the SaaS account and disabling the account for a defined period of time, in doing so disrupting the attack at the earliest possible stage and giving the customer the necessary time to perform remediation steps.  As it was, however, these RESPOND actions were suggested to the customer’s security team for them to manually apply.

Figure 7: Example of Darktrace RESPOND notices, in response to the anomalous user activity.

Nevertheless, with Darktrace/Apps in place, visibility over the anomalous cloud-based activities was significantly increased, enabling the swift identification of the chain of suspicious activities involved in this compromise.

In this case, the prospective customer reached out to Darktrace directly through the Ask the Expert (ATE) service. Darktrace’s expert analyst team then conducted a timely and comprehensive investigation into the suspicious activity surrounding this SaaS compromise, and shared these findings with the customer’s security team.

Conclusion

Ultimately, this example of SaaS account compromise highlights Darktrace’s unique ability to learn an organization’s digital environment and recognize activity that is deemed to be unexpected, within a matter of days.

Due to the lack of obvious or known indicators of compromise (IoCs) associated with the malicious activity in this incident, this account hijack would likely have gone unnoticed by traditional security tools that rely on a rules and signatures-based approach to threat detection. However, Darktrace’s Self-Learning AI enables it to detect the subtle deviations in a device’s behavior that could be indicative of an ongoing compromise.

Despite being newly deployed on a prospective customer’s network, Darktrace DETECT was able to identify unusual login attempts from geographically improbable locations, suspicious email rule updates, password changes, as well as the subsequent mounting of a phishing campaign, all before the customer’s trial of Darktrace had even begun.

When enabled in autonomous response mode, Darktrace RESPOND would be able to take swift preventative action against such activity as soon as it is detected, effectively shutting down the compromise and mitigating any subsequent phishing attacks.

With the full deployment of Darktrace’s suite of products, including Darktrace/Apps and Darktrace/Email, customers can rest assured their critical data and systems are protected, even in the case of hybrid and multi-cloud environments.

Credit: Samuel Wee, Senior Analyst Consultant & Model Developer

Appendices

References

[1] https://www.gartner.com/en/newsroom/press-releases/2022-10-31-gartner-forecasts-worldwide-public-cloud-end-user-spending-to-reach-nearly-600-billion-in-2023

[2] https://www.upguard.com/blog/saas-security-risks

[3] https://www.microsoft.com/en-us/security/blog/2022/11/16/token-tactics-how-to-prevent-detect-and-respond-to-cloud-token-theft/

[4] https://learn.microsoft.com/en-us/powershell/module/exchange/disable-inboxrule?view=exchange-ps

[5] https://learn.microsoft.com/en-us/dotnet/api/microsoft.exchange.webservices.data.ruleactions.stopprocessingrules?view=exchange-ews-api

[6] https://learn.microsoft.com/en-us/dotnet/api/microsoft.exchange.webservices.data.ruleactions.movetofolder?view=exchange-ews-api

[7] https://blog.knowbe4.com/check-your-email-rules-for-maliciousness

Darktrace Model Detections

Darktrace DETECT and RESPOND Models Breached:

SaaS / Access / Unusual External Source for SaaS Credential Use

SaaS / Unusual Activity / Multiple Unusual External Sources for SaaS Credential

Antigena / SaaS / Antigena Unusual Activity Block (RESPOND Model)

SaaS / Compliance / New Email Rule

Antigena / SaaS / Antigena Significant Compliance Activity Block

SaaS / Compromise / Unusual Login and New Email Rule (Enhanced Monitoring Model)

Antigena / SaaS / Antigena Suspicious SaaS Activity Block (RESPOND Model)

SaaS / Compromise / SaaS Anomaly Following Anomalous Login (Enhanced Monitoring Model)

SaaS / Compromise / Unusual Login and Account Update

Antigena / SaaS / Antigena Suspicious SaaS Activity Block (RESPOND Model)

IoC – Type – Description & Confidence

hxxps://express.adobe[.]com/page/A9ZKVObdXhN4p/ - Domain – Probable Phishing Page (Now Defunct)

37.19.221[.]142 – IP Address – Unusual Login Source

35.174.4[.]92 – IP Address – Unusual Login Source

MITRE ATT&CK Mapping

Tactic - Techniques

INITIAL ACCESS, PRIVILEGE ESCALATION, DEFENSE EVASION, PERSISTENCE

T1078.004 – Cloud Accounts

DISCOVERY

T1538 – Cloud Service Dashboards

CREDENTIAL ACCESS

T1539 – Steal Web Session Cookie

RESOURCE DEVELOPMENT

T1586 – Compromise Accounts

PERSISTENCE

T1137.005 – Outlook Rules

Probability yardstick used to communicate the probability that statements or explanations given are correct.
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.
Written by
Min Kim
Cyber Security Analyst

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April 14, 2025

Email bombing exposed: Darktrace’s email defense in action

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What is email bombing?

An email bomb attack, also known as a "spam bomb," is a cyberattack where a large volume of emails—ranging from as few as 100 to as many as several thousand—are sent to victims within a short period.

How does email bombing work?

Email bombing is a tactic that typically aims to disrupt operations and conceal malicious emails, potentially setting the stage for further social engineering attacks. Parallels can be drawn to the use of Domain Generation Algorithm (DGA) endpoints in Command-and-Control (C2) communications, where an attacker generates new and seemingly random domains in order to mask their malicious connections and evade detection.

In an email bomb attack, threat actors typically sign up their targeted recipients to a large number of email subscription services, flooding their inboxes with indirectly subscribed content [1].

Multiple threat actors have been observed utilizing this tactic, including the Ransomware-as-a-Service (RaaS) group Black Basta, also known as Storm-1811 [1] [2].

Darktrace detection of email bombing attack

In early 2025, Darktrace detected an email bomb attack where malicious actors flooded a customer's inbox while also employing social engineering techniques, specifically voice phishing (vishing). The end goal appeared to be infiltrating the customer's network by exploiting legitimate administrative tools for malicious purposes.

The emails in these attacks often bypass traditional email security tools because they are not technically classified as spam, due to the assumption that the recipient has subscribed to the service. Darktrace / EMAIL's behavioral analysis identified the mass of unusual, albeit not inherently malicious, emails that were sent to this user as part of this email bombing attack.

Email bombing attack overview

In February 2025, Darktrace observed an email bombing attack where a user received over 150 emails from 107 unique domains in under five minutes. Each of these emails bypassed a widely used and reputable Security Email Gateway (SEG) but were detected by Darktrace / EMAIL.

Graph showing the unusual spike in unusual emails observed by Darktrace / EMAIL.
Figure 1: Graph showing the unusual spike in unusual emails observed by Darktrace / EMAIL.

The emails varied in senders, topics, and even languages, with several identified as being in German and Spanish. The most common theme in the subject line of these emails was account registration, indicating that the attacker used the victim’s address to sign up to various newsletters and subscriptions, prompting confirmation emails. Such confirmation emails are generally considered both important and low risk by email filters, meaning most traditional security tools would allow them without hesitation.

Additionally, many of the emails were sent using reputable marketing tools, such as Mailchimp’s Mandrill platform, which was used to send almost half of the observed emails, further adding to their legitimacy.

 Darktrace / EMAIL’s detection of an email being sent using the Mandrill platform.
Figure 2: Darktrace / EMAIL’s detection of an email being sent using the Mandrill platform.
Darktrace / EMAIL’s detection of a large number of unusual emails sent during a short period of time.
Figure 3: Darktrace / EMAIL’s detection of a large number of unusual emails sent during a short period of time.

While the individual emails detected were typically benign, such as the newsletter from a legitimate UK airport shown in Figure 3, the harmful aspect was the swarm effect caused by receiving many emails within a short period of time.

Traditional security tools, which analyze emails individually, often struggle to identify email bombing incidents. However, Darktrace / EMAIL recognized the unusual volume of new domain communication as suspicious. Had Darktrace / EMAIL been enabled in Autonomous Response mode, it would have automatically held any suspicious emails, preventing them from landing in the recipient’s inbox.

Example of Darktrace / EMAIL’s response to an email bombing attack taken from another customer environment.
Figure 4: Example of Darktrace / EMAIL’s response to an email bombing attack taken from another customer environment.

Following the initial email bombing, the malicious actor made multiple attempts to engage the recipient in a call using Microsoft Teams, while spoofing the organizations IT department in order to establish a sense of trust and urgency – following the spike in unusual emails the user accepted the Teams call. It was later confirmed by the customer that the attacker had also targeted over 10 additional internal users with email bombing attacks and fake IT calls.

The customer also confirmed that malicious actor successfully convinced the user to divulge their credentials with them using the Microsoft Quick Assist remote management tool. While such remote management tools are typically used for legitimate administrative purposes, malicious actors can exploit them to move laterally between systems or maintain access on target networks. When these tools have been previously observed in the network, attackers may use them to pursue their goals while evading detection, commonly known as Living-off-the-Land (LOTL).

Subsequent investigation by Darktrace’s Security Operations Centre (SOC) revealed that the recipient's device began scanning and performing reconnaissance activities shortly following the Teams call, suggesting that the user inadvertently exposed their credentials, leading to the device's compromise.

Darktrace’s Cyber AI Analyst was able to identify these activities and group them together into one incident, while also highlighting the most important stages of the attack.

Figure 5: Cyber AI Analyst investigation showing the initiation of the reconnaissance/scanning activities.

The first network-level activity observed on this device was unusual LDAP reconnaissance of the wider network environment, seemingly attempting to bind to the local directory services. Following successful authentication, the device began querying the LDAP directory for information about user and root entries. Darktrace then observed the attacker performing network reconnaissance, initiating a scan of the customer’s environment and attempting to connect to other internal devices. Finally, the malicious actor proceeded to make several SMB sessions and NTLM authentication attempts to internal devices, all of which failed.

Device event log in Darktrace / NETWORK, showing the large volume of connections attempts over port 445.
Figure 6: Device event log in Darktrace / NETWORK, showing the large volume of connections attempts over port 445.
Darktrace / NETWORK’s detection of the number of the login attempts via SMB/NTLM.
Figure 7: Darktrace / NETWORK’s detection of the number of the login attempts via SMB/NTLM.

While Darktrace’s Autonomous Response capability suggested actions to shut down this suspicious internal connectivity, the deployment was configured in Human Confirmation Mode. This meant any actions required human approval, allowing the activities to continue until the customer’s security team intervened. If Darktrace had been set to respond autonomously, it would have blocked connections to port 445 and enforced a “pattern of life” to prevent the device from deviating from expected activities, thus shutting down the suspicious scanning.

Conclusion

Email bombing attacks can pose a serious threat to individuals and organizations by overwhelming inboxes with emails in an attempt to obfuscate potentially malicious activities, like account takeovers or credential theft. While many traditional gateways struggle to keep pace with the volume of these attacks—analyzing individual emails rather than connecting them and often failing to distinguish between legitimate and malicious activity—Darktrace is able to identify and stop these sophisticated attacks without latency.

Thanks to its Self-Learning AI and Autonomous Response capabilities, Darktrace ensures that even seemingly benign email activity is not lost in the noise.

Credit to Maria Geronikolou (Cyber Analyst and SOC Shift Supervisor) and Cameron Boyd (Cyber Security Analyst), Steven Haworth (Senior Director of Threat Modeling), Ryan Traill (Analyst Content Lead)

Appendices

[1] https://www.microsoft.com/en-us/security/blog/2024/05/15/threat-actors-misusing-quick-assist-in-social-engineering-attacks-leading-to-ransomware/

[2] https://thehackernews.com/2024/12/black-basta-ransomware-evolves-with.html

Darktrace Models Alerts

Internal Reconnaissance

·      Device / Suspicious SMB Scanning Activity

·      Device / Anonymous NTLM Logins

·      Device / Network Scan

·      Device / Network Range Scan

·      Device / Suspicious Network Scan Activity

·      Device / ICMP Address Scan

·      Anomalous Connection / Large Volume of LDAP Download

·      Device / Suspicious LDAP Search Operation

·      Device / Large Number of Model Alerts

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About the author
Maria Geronikolou
Cyber Analyst

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April 11, 2025

FedRAMP High-compliant email security protects federal agencies from nation-state attacks

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What is FedRAMP High Authority to Operate (ATO)?

Federal Risk and Authorization Management Program (FedRAMP®) High is a government-wide program that promotes the adoption of secure cloud services across the federal government by providing a standardized approach to security and risk assessment for cloud technologies and federal agencies, ensuring the protection of federal information.  

Cybersecurity is paramount in the Defense Industrial Base (DIB), where protecting sensitive information and ensuring operational resilience from the most sophisticated adversaries has national security implications. Organizations within the DIB must comply with strict security standards to work with the U.S. federal government, and FedRAMP High is one of those standards.

Darktrace achieves FedRAMP High ATO across IT, OT, and email

Last week, Darktrace Federal shared that we achieved FedRAMP® High ATO, a significant milestone that recognizes our ability to serve federal customers across IT, OT, and email via secure cloud-native deployments.  

Achieving the FedRAMP High ATO indicates that Darktrace Federal has achieved the highest standard for cloud security controls and can handle the U.S. federal government’s most sensitive, unclassified data in cloud environments.

Azure Government email security with FedRAMP High ATO

Darktrace has now released Darktrace Commercial Government Cloud High/Email (DCGC High/Email). This applies our email coverage to systems hosted in Microsoft's Azure Government, which adheres to NIST SP 800-53 controls and other federal standards. DCGC High/Email both meets and exceeds the compliance requirements of the Department of Defense’s Cybersecurity Maturity Model Certification (CMMC), providing organizations with a much-needed email security solution that delivers unparalleled, AI-driven protection against sophisticated cyber threats.

In these ways, DCGC High/Email enhances compliance, security, and operational resilience for government and federally-affiliated customers. Notably, it is crucial for securing contractors and suppliers within DIB, helping those organizations implement necessary cybersecurity practices to protect Controlled Unclassified Information (CUI) and Federal Contract Information (FCI).

Adopting DCGC High/Email ensures organizations within the DIB can work with the government without needing to invest extensive time and money into meeting the strict compliance standards.

Building DCGC High/Email to ease DIB work with the government

DCGC High/Email was built to achieve FedRAMP High standards and meet the most rigorous security standards required of our customers. This level of compliance not only allows more organizations than ever to leverage our AI-driven technology, but also ensures that customer data is protected by the highest security measures available.

The DIB has never been more critical to national security, which means they are under constant threats from nation state and cyber criminals. We built DCGC High/Email to FedRAMP High controls to ensure sensitive company and federal government communications are secured at the highest level possible.” – Marcus Fowler, CEO of Darktrace Federal

Evolving threats now necessitate DCGC High/Email

According to Darktrace’s 2025 State of AI Cybersecurity report, more than half (54%) of global government cybersecurity professionals report seeing a significant impact from AI-powered cyber threats.  

These aren’t the only types of sophisticated threats. Advanced Persistent Threats (APTs) are launched by nation-states or cyber-criminal groups with the resources to coordinate and achieve long-term objectives.  

These attacks are carefully tailored to specific targets, using techniques like social engineering and spear phishing to gain initial access via the inbox. Once inside, attackers move laterally through networks, often remaining undetected for months or even years, silently gathering intelligence or preparing for a decisive strike.  

However, the barrier for entry for these threat actors has been lowered immensely, likely related to the observed impact of AI-powered cyber threats. Securing email environments is more important than ever.  

Darktrace’s 2025 State of AI Cybersecurity report also found that 89% of government cybersecurity professionals believe AI can help significantly improve their defensive capabilities.  

Darktrace's AI-powered defensive tools are uniquely capable of detecting and neutralizing APTs and other sophisticated threats, including ones that enter via the inbox. Our Self-Learning AI continuously adapts to evolving threats, providing real-time protection.

Darktrace builds to secure the DIB to the highest degree

In summary, Darktrace Federal's achievement of FedRAMP High ATO and the introduction of DCGC High/Email mark significant advancements in our ability to protect defense contractors and federal customers against sophisticated threats that other solutions miss.

For a technical review of Darktrace Federal’s Cyber AI Mission Defense™ solution, download an independent evaluation from the Technology Advancement Center here.

[related-resource]

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About the author
Marcus Fowler
CEO of Darktrace Federal and SVP of Strategic Engagements and Threats
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