Blog
Inside the SOC
CryptBot: How Darktrace foiled a fast-moving information stealer in just 2 seconds







The recent trend of threat actors using information stealer malware, designed to gather and exfiltrate confidential data, shows no sign of slowing. With new or updated info-stealer strains appearing in the wild on a regular basis, it came as no surprise to see a surge in yet another prolific variant in late 2022, CryptBot.
What is CryptBot?
CryptBot is a Windows-based trojan malware that was first discovered in the wild in December 2019. It belongs to the prolific category of information stealers whose primary objective, as the name suggests, is to gather information from infected devices and send it to the threat actor.
ZeuS was reportedly the first info-stealer to be discovered, back in 2006. After its code was leaked, many other variants came to light and have been gaining popularity amongst cyber criminals [1] [2] [3]. Indeed, Inside the SOC has discussed multiple infections across its customer base associated with several types of stealers in the past months [4] [5] [6] [7].
The Darktrace Threat Research team investigated CryptBot infections on the digital environments of more than 40 different Darktrace customers between October 2022 and January 2023. Darktrace DETECT™ and its anomaly-based approach to threat detection allowed it to successfully identify the unusual activity surrounding these info-stealer infections on customer networks. Meanwhile, Darktrace RESPOND™, when enabled in autonomous response mode, was able to quickly intervene and prevent the exfiltration of sensitive company data.
Why is info-stealer malware popular?
It comes as no surprise that info-stealers have “become one of the most discussed malware types on the cybercriminal underground in 2022”, according to Accenture’s Cyber Threat Intelligence team [10]. This is likely in part due to the fact that:
More sensitive data on devices
Due to the digitization of many aspects of our lives, such as banking and social interactions, a trend accelerated by the COVID-19 pandemic.
Cost effective
Info-stealers provide a great return on investment (ROI) for threat actors looking to exfiltrate data without having to do the traditional internal reconnaissance and data transfer associated with data theft. Info-stealers are usually cheap to purchase and are available through Malware-as-a-Service (MaaS) offerings, allowing less technical and resourceful threat actors in on the stealing action. This makes them a prevalent threat in the malware landscape.
How does CryptBot work?
The techniques employed by info-stealers to gather and exfiltrate data as well as the type of data targeted vary from malware to malware, but the data targeted typically includes login credentials for a variety of applications, financial information, cookies and global information about the infected computer [8]. Given its variety and sensitivity, threat actors can leverage the stolen data in several ways to make a profit. In the case of CryptBot, the data obtained is sold on forums or underground data marketplaces and can be later employed in higher profile attacks [9]. For example, stolen login information has previously been leveraged in credential-based attacks, which can successfully bypass authentication-based security measures, including multi-factor authentication (MFA).
CryptBot functionalities
Like many information stealers, CryptBot is designed to steal a variety of sensitive personal and financial information such as browser credentials, cookies and history information and social media accounts login information, as well as cryptocurrency wallets and stored credit card information [11]. General information (e.g., OS, installed applications) about the infected computer is also retrieved. Browsers targeted by CryptBot include Chrome, Firefox, and Edge. In early 2022, CryptBot’s code was revamped in order to streamline its data extraction capabilities and improve its overall efficiency, an update that coincided with a rise in the number of infections [11] [12].
Some of CryptBot's functionalities were removed and its exfiltration process was streamlined, which resulted in a leaner payload, around half its original size and a quicker infection process [11]. Some of the features removed included sandbox detection and evasion functionalities, the collection of desktop text files and screen captures, which were deemed unnecessary. At the same time, the code was improved in order to include new Chrome versions released after CryptBot’s first appearance in 2019. Finally, its exfiltration process was simplified: prior to its 2022 update, the malware saved stolen data in two separate folders before sending it to two separate command and control (C2) domains. Post update, the data is only saved in one location and sent to one C2 domain, which is hardcoded in the C2 transmission function of the code. This makes the infection process much more streamlined, taking only a few minutes from start to finish.
Aside from the update to its malware code, CryptBot regularly updates and refreshes its C2 domains and dropper websites, making it a highly fluctuating malware with constantly new indicators of compromise and distribution sites.
Even though CryptBot is less known than other info-stealers, it was reportedly infecting thousands of devices daily in the first months of 2020 [13] and its continued prevalence resulted in Google taking legal action against its distribution infrastructure at the end of April 2023 [14].
How is CryptBot obtained?
CryptBot is primarily distributed through malicious websites offering free and illegally modified software (i.e., cracked software) for common commercial programs (e.g., Microsoft Windows and Office, Adobe Photoshop, Google Chrome, Nitro PDF Pro) and video games. From these ‘malvertising’ pages, the user is redirected through multiple sites to the actual payload dropper page [15]. This distribution method has seen a gain in popularity amongst info-stealers in recent months and is also used by other malware families such as Raccoon Stealer and Vidar [16] [17].
A same network of cracked software websites can be used to download different malware strains, which can result in multiple simultaneous infections. Additionally, these networks often use search engine optimization (SEO) in order to make adverts for their malware distributing sites appear at the top of the Google search results page, thus increasing the chances of the malicious payloads being downloaded.
Furthermore, CryptBot leverages Pay-Per-Install (PPI) services such as 360Installer and PrivateLoader, a downloader malware family used to deliver payloads of multiple malware families operated by different threat actors [18] [19] [20]. The use of this distribution method for CryptBot payloads appears to have stemmed from its 2022 update. According to Google, 161 active domains were associated with 360Installer, of which 90 were associated with malware delivery activities and 29 with the delivery of CryptBot malware specifically. Google further identified hundreds of domains used by CryptBot as C2 sites, all of which appear to be hosted on the .top top-level domain [21].
This simple yet effective distribution tactic, combined with the MaaS model and the lucrative prospects of selling the stolen data resulted in numerous infections. Indeed, CryptBot was estimated to have infected over 670,000 computers in 2022 [14]. Even though the distribution method chosen means that most of the infected devices are likely to be personal computers, bring your own device (BYOD) policies and users’ tendency to reuse passwords means that corporate environments are also at risk.
CryptBot Attack Overview
In some cases observed by Darktrace, after connecting to malvertising websites, devices were seen making encrypted SSL connections to file hosting services such as MediaFire or Mega, while in others devices were observed connecting to an endpoint associated with a content delivery network. This is likely the location from where the malware payload was downloaded alongside cracked software, which is executed by the unsuspecting user. As the user expects to run an executable file to install their desired software, the malware installation often happens without the user noticing.
Some of the malvertising sites observed by Darktrace on customer deployments were crackful[.]com, modcrack[.]net, windows-7-activator[.]com and office-activator[.]com. However, in many cases detected by Darktrace, CryptBot was propagated via websites offering trojanized KMSPico software (e.g., official-kmspico[.]com, kmspicoofficial[.]com). KMSPico is a popular Microsoft Windows and Office product activator that emulates a Windows Key Management Services (KMS) server to activate licenses fraudulently.
Once it has been downloaded and executed, CryptBot will search the system for confidential information and create a folder with a seemingly randomly generated name, matching the regex [a-zA-Z]{10}, to store the gathered sensitive data, ready for exfiltration.

This data is then sent to the C2 domain via HTTP POST requests on port 80 to the URI /gate.php. As previously stated, CryptBot C2 infrastructure is changed frequently and many of the domains seen by Darktrace had been registered within the previous 30 days. The domain names detected appeared to have been generated by an algorithm, following the regex patterns [a-z]{6}[0-9]{2,3}.top or [a-z]{6}[0-9]{2,3}.cfd. In several cases, the C2 domain had not been flagged as malicious by other security vendors or had just one detection. This is likely because of the frequent changes in the C2 infrastructure operated by the threat actors behind CryptBot, with new malicious domains being created periodically to avoid detection. This makes signature-based security solutions much less efficient to detect and block connections to malicious domains. Additionally, the fact that the stolen data is sent over regular HTTP POST requests, which are used daily as part of a multitude of legitimate processes such as file uploads or web form submissions, allows the exfiltration connections to blend in with normal and legitimate traffic making it difficult to isolate and detect as malicious activity.
In this context, anomaly-based security detections such as Darktrace DETECT are the best way to pick out these anomalous connections amidst legitimate Internet traffic. In the case of CryptBot, two DETECT models were seen consistently breaching for CryptBot-related activity: ‘Device / Suspicious Domain’, breaching for connections to 100% rare C2 .top domains, and ‘Anomalous Connection / POST to PHP on New External Host’, breaching on the data exfiltration HTTP POST request.
In deployments where Darktrace RESPOND was deployed, a RESPOND model breached within two seconds of the first HTTP POST request. If enabled in autonomous mode, RESPOND would block the data exfiltration connections, thus preventing the data safe from being sold in underground forums to other threat actors. In one of the cases investigated by Darktrace’s Threat Research team, DETECT was able to successfully identify and alert the customer about CryptBot-related malicious activity on a device that Darktrace had only begun to monitor one day before, showcasing how fast Darktrace’s Self-Learning AI learns every nuance of customer networks and the devices within it.
In most cases investigated by Darktrace, fewer than 5 minutes elapsed between the first connection to the endpoint offering free cracked software and the data being exfiltrated to the C2 domain. For example, in one of the attack chains observed in a university’s network, a device was seen connecting to the 100% rare endpoint official-kmspico[.]com at 16:53:47 (UTC).
![Device Event Log showing SSL connections to the official-kmspico[.]com malvertising website.](https://assets-global.website-files.com/626ff4d25aca2edf4325ff97/64948dd51ee68f78614ec851_blog%202.png)
One minute later, at 16:54:19 (UTC), the same device was seen connecting to two mega[.]co[.]nz subdomains and downloading around 13 MB of data from them. As mentioned previously, these connections likely represent the CryptBot payload and cracked software download.
![Device Event Log showing SSL connections to mega[.]com endpoints following the connection to the malvertising site.](https://assets-global.website-files.com/626ff4d25aca2edf4325ff97/64948e0b95ab2e7499b11e0c_blog%203.png)
At 16:56:01 (UTC), Darktrace detected the device making a first HTTP POST request to the 100% rare endpoint, avomyj24[.]top, which has been associated with CryptBot’s C2 infrastructure [22]. This initial HTTP POST connection likely represents the transfer of confidential data to the attacker’s infrastructure.

The full attack chain, from visiting the malvertising website to the malicious data egress, took less than three minutes to complete. In this circumstance, the machine-speed detection and response capabilities offered by Darktrace DETECT and RESPOND are paramount in order to stop CryptBot before it can successfully exfiltrates sensitive data. This is an incredibly quick infection timeline, with no lateral movement nor privilege escalation required to carry out the malware’s objective.

Darktrace Cyber AI Analyst incidents were also generated as a result of this activity, displaying all relevant information in one panel for easy review by customer security teams.

Conclusion
CryptBot info-stealer is fast, efficient, and apt at evading detection given its small size and swift process of data gathering and exfiltration via legitimate channels. Its constantly changing C2 infrastructure further makes it difficult for traditional security tools that really on rules and signatures or known indicators of compromise (IoCs) to detect these infections.
In the face of such a threat, Darktrace’s anomaly-based detection allows it to recognize subtle deviations in a device’s pattern of behavior that may signal an evolving threat and instantly bring it to the attention of security teams. Darktrace DETECT is able to distinguish between benign activity and malicious behavior, even from newly monitored devices, while Darktrace RESPOND can move at machine-speed to prevent even the fastest moving threat actors from stealing confidential company data, as it demonstrated here by stopping CryptBot infections in as little as 2 seconds.
Credit to Alexandra Sentenac, Cyber Analyst, Roberto Romeu, Senior SOC Analyst
Darktrace Model Detections
AI Analyst Coverage
- Possible HTTP Command and Control
DETECT Model Breaches
- Device / Suspicious Domain
- Anomalous Connection / POST to PHP on New External Host
- Anomalous Connection / Multiple HTTP POSTs to Rare Hostname
- Compromise / Multiple SSL to Rare DGA Domains
List of IOCs
MITRE ATT&CK Mapping
References
[1] https://www.malwarebytes.com/blog/threats/info-stealers
[2] https://cybelangel.com/what-are-infostealers/
[3] https://ke-la.com/information-stealers-a-new-landscape/
[4] https://darktrace.com/blog/vidar-info-stealer-malware-distributed-via-malvertising-on-google
[5] https://darktrace.com/blog/a-surge-of-vidar-network-based-details-of-a-prolific-info-stealer
[6] https://darktrace.com/blog/laplas-clipper-defending-against-crypto-currency-thieves-with-detect-respond
[7] https://darktrace.com/blog/amadey-info-stealer-exploiting-n-day-vulnerabilities
[8] https://cybelangel.com/what-are-infostealers/
[9] https://webz.io/dwp/the-top-10-dark-web-marketplaces-in-2022/
[10] https://www.accenture.com/us-en/blogs/security/information-stealer-malware-on-dark-web
[11] https://www.bleepingcomputer.com/news/security/revamped-cryptbot-malware-spread-by-pirated-software-sites/
[12] https://blogs.blackberry.com/en/2022/03/threat-thursday-cryptbot-infostealer
[13] https://www.deepinstinct.com/blog/cryptbot-how-free-becomes-a-high-price-to-pay
[14] https://blog.google/technology/safety-security/continuing-our-work-to-hold-cybercriminal-ecosystems-accountable/
[15] https://asec.ahnlab.com/en/31802/
[16] https://darktrace.com/blog/the-last-of-its-kind-analysis-of-a-raccoon-stealer-v1-infection-part-1
[17] https://www.trendmicro.com/pt_br/research/21/c/websites-hosting-cracks-spread-malware-adware.html
[18] https://intel471.com/blog/privateloader-malware
[19] https://cyware.com/news/watch-out-pay-per-install-privateloader-malware-distribution-service-is-flourishing-888273be
[20] https://regmedia.co.uk/2023/04/28/handout_google_cryptbot_complaint.pdf
[21] https://www.bankinfosecurity.com/google-wins-court-order-to-block-cryptbot-infrastructure-a-21905
[22] https://github.com/stamparm/maltrail/blob/master/trails/static/malware/cryptbot.txt
Like this and want more?
More in this series
Blog
Inside the SOC
Protecting Prospects: How Darktrace Detected an Account Hijack Within Days of Deployment



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/Cloud™ 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 DETECT/Cloud 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.

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.

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.

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.

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.

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.

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.

Nevertheless, with Darktrace DETECT/Cloud 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/Cloud 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
[2] https://www.upguard.com/blog/saas-security-risks
[4] https://learn.microsoft.com/en-us/powershell/module/exchange/disable-inboxrule?view=exchange-ps
[7] https://blog.knowbe4.com/check-your-email-rules-for-maliciousness
Darktrace Model Detections
Darktrace DETECT/Cloud 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

Blog
Darktrace/Email in Action: Why AI-Driven Email Security is the Best Defense Against Sustained Phishing Campaigns
_11zon.jpg)


Stopping the bad while allowing the good
Since its inception, email has been regarded as one of the most important tools for businesses, revolutionizing communication and allowing global teams to become even more connected. But besides organizations heavily relying on email for their daily operations, threat actors have also recognized that the inbox is one of the easiest ways to establish an initial foothold on the network.
Today, not only are phishing campaigns and social engineering attacks becoming more prevalent, but the level of sophistication of these attacks are also increasing with the help of generative AI tools that allow for the creation of hyper-realistic emails with minimal errors, effectively lowering the barrier to entry for threat actors. These diverse and stealthy types of attacks evade traditional email security tools based on rules and signatures, because they are less likely to contain the low-sophistication markers of a typical phishing attack.
In a situation where the sky is the limit for attackers and security teams are lean, how can teams equip themselves to tackle these threats? How can they accurately detect increasingly realistic malicious emails and neutralize these threats before it is too late? And importantly, how can email security block these threats while allowing legitimate emails to flow freely?
Instead of relying on past attack data, Darktrace’s Self-Learning AI detects the slightest deviation from a user’s pattern of life and responds autonomously to contain potential threats, stopping novel attacks in their tracks before damage is caused. It doesn’t define ‘good’ and ‘bad’ like traditional email tools, rather it understands each user and what is normal for them – and what’s not.
This blog outlines how Darktrace/Email™ used its understanding of ‘normal’ to accurately detect and respond to a sustained phishing campaign targeting a real-life company.
Responding to a sustained phishing attack
Over the course of 24 hours, Darktrace detected multiple emails containing different subjects, all from different senders to different recipients in one organization. These emails were sent from different IP addresses, but all came from the same autonomous system number (ASN).

The emails themselves had many suspicious indicators. All senders had no prior association with the recipient, and the emails generated a high general inducement score. This score is generated by structural and non-specific content analysis of the email – a high score indicates that the email is trying to induce the recipient into taking a particular action, which may lead to account compromise.
Additionally, each email contained a visually prominent link to a file storage service, hidden behind a shortened bit.ly link. The similarities across all these emails pointed to a sustained campaign targeting the organization by a single threat actor.


With all these suspicious indicators, many models were breached. This drove up the anomaly score, causing Darktrace/Email to hold all suspicious emails from the recipients’ inboxes, safeguarding the recipients from potential account compromise and disallowing the threats from taking hold in the network.
Imagining a phishing attack without Darktrace/Email
So what could have happened if Darktrace had not withheld these emails, and the recipients had clicked on the links? File storage sites have a wide variety of uses that allow attackers to be creative in their attack strategy. If the user had clicked on the shortened link, the possible consequences are numerous. The link could have led to a login page for unsuspecting victims to input their credentials, or it could have hosted malware that would automatically download if the link was clicked. With the compromised credentials, threat actors could even bypass MFA, change email rules, or gain privileged access to a network. The downloaded malware might also be a keylogger, leading to cryptojacking, or could open a back door for threat actors to return to at a later time.


The limits of traditional email security tools
Secure email gateways (SEGs) and static AI security tools may have found it challenging to detect this phishing campaign as malicious. While Darktrace was able to correlate these emails to determine that a sustained phishing campaign was taking place, the pattern among these emails is far too generic for specific rules as set in traditional security tools. If we take the characteristic of the freemail account sender as an example, setting a rule to block all emails from freemail accounts may lead to more legitimate emails being withheld, since these addresses have a variety of uses.
With these factors in mind, these emails could have easily slipped through traditional security filters and led to a devastating impact on the organization.
Conclusion
As threat actors step up their attacks in sophistication, prioritizing email security is more crucial than ever to preserving a safe digital environment. In response to these challenges, Darktrace/Email offers a set-and-forget solution that continuously learns and adapts to changes in the organization.
Through an evolving understanding of every environment in which it is deployed, its threat response becomes increasingly precise in neutralizing only the bad, while allowing the good – delivering email security that doesn’t come at the expense of business growth.