Blog
/
Network
/
October 3, 2024

From Call to Compromise: Darktrace’s Response to a Vishing-Induced Network Attack

When a remote user fell victim to a vishing attack, allowing a malicious actor to gain access to a customer network, Darktrace swiftly detected the intrusion and responded effectively. This prompt action prevented any data loss and reinforced trust in Darktrace’s robust security measures.
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
Rajendra Rushanth
Cyber Analyst
Man on computer cybersecurityDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog imageDefault blog image
03
Oct 2024

What is vishing?

Vishing, or voice phishing, is a type of cyber-attack that utilizes telephone devices to deceive targets. Threat actors typically use social engineering tactics to convince targets that they can be trusted, for example, by masquerading as a family member, their bank, or trusted a government entity. One method frequently used by vishing actors is to intimidate their targets, convincing them that they may face monetary fines or jail time if they do not provide sensitive information.

What makes vishing attacks dangerous to organizations?

Vishing attacks utilize social engineering tactics that exploit human psychology and emotion. Threat actors often impersonate trusted entities and can make it appear as though a call is coming from a reputable or known source.  These actors often target organizations, specifically their employees, and pressure them to obtain sensitive corporate data, such as privileged credentials, by creating a sense of urgency, intimidation or fear. Corporate credentials can then be used to gain unauthorized access to an organization’s network, often bypassing traditional security measures and human security teams.

Darktrace’s coverage of vishing attack

On August 12, 2024, Darktrace / NETWORK identified malicious activity on the network of a customer in the hospitality sector. The customer later confirmed that a threat actor had gained unauthorized access through a vishing attack. The attacker successfully spoofed the IT support phone number and called a remote employee, eventually leading to the compromise.

Figure 1: Timeline of events in the kill chain of this attack.

Establishing a Foothold

During the call, the remote employee was requested to authenticate via multi-factor authentication (MFA). Believing the caller to be a member of their internal IT support, using the legitimate caller ID, the remote user followed the instructions and confirmed the MFA prompt, providing access to the customer’s network.

This authentication allowed the threat actor to login into the customer’s environment by proxying through their Virtual Private Network (VPN) and gain a foothold in the network. As remote users are assigned the same static IP address when connecting to the corporate environment, the malicious actor appeared on the network using the correct username and IP address. While this stealthy activity might have evaded traditional security tools and human security teams, Darktrace’s anomaly-based threat detection identified an unusual login from a different hostname by analyzing NTLM requests from the static IP address, which it determined to be anomalous.

Observed Activity

  • On 2024-08-12 the static IP was observed using a credential belonging to the remote user to initiate an SMB session with an internal domain controller, where the authentication method NTLM was used
  • A different hostname from the usual hostname associated with this remote user was identified in the NTLM authentication request sent from a device with the static IP address to the domain controller
  • This device does not appear to have been seen on the network prior to this event.

Darktrace, therefore, recognized that this login was likely made by a malicious actor.

Internal Reconnaissance

Darktrace subsequently observed the malicious actor performing a series of reconnaissance activities, including LDAP reconnaissance, device hostname reconnaissance, and port scanning:

  • The affected device made a 53-second-long LDAP connection to another internal domain controller. During this connection, the device obtained data about internal Active Directory (AD) accounts, including the AD account of the remote user
  • The device made HTTP GET requests (e.g., HTTP GET requests with the Target URI ‘/nice ports,/Trinity.txt.bak’), indicative of Nmap usage
  • The device started making reverse DNS lookups for internal IP addresses.
Figure 2: Model alert showing the IP address from which the malicious actor connected and performed network scanning activities via port 9401.
Figure 3: Model Alert Event Log showing the affected device connecting to multiple internal locations via port 9401.

Lateral Movement

The threat actor was also seen making numerous failed NTLM authentication requests using a generic default Windows credential, indicating an attempt to brute force and laterally move through the network. During this activity, Darktrace identified that the device was using a different hostname than the one typically used by the remote employee.

Cyber AI Analyst

In addition to the detection by Darktrace / NETWORK, Darktrace’s Cyber AI Analyst launched an autonomous investigation into the ongoing activity. The investigation was able to correlate the seemingly separate events together into a broader incident, continuously adding new suspicious linked activities as they occurred.

Figure 4: Cyber AI Analyst investigation showing the activity timeline, and the activities associated with the incident.

Upon completing the investigation, Cyber AI Analyst provided the customer with a comprehensive summary of the various attack phases detected by Darktrace and the associated incidents. This clear presentation enabled the customer to gain full visibility into the compromise and understand the activities that constituted the attack.

Figure 5: Cyber AI Analyst displaying the observed attack phases and associated model alerts.

Darktrace Autonomous Response

Despite the sophisticated techniques and social engineering tactics used by the attacker to bypass the customer’s human security team and existing security stack, Darktrace’s AI-driven approach prevented the malicious actor from continuing their activities and causing more harm.

Darktrace’s Autonomous Response technology is able to enforce a pattern of life based on what is ‘normal’ and learned for the environment. If activity is detected that represents a deviation from expected activity from, a model alert is triggered. When Darktrace’s Autonomous Response functionality is configured in autonomous response mode, as was the case with the customer, it swiftly applies response actions to devices and users without the need for a system administrator or security analyst to perform any actions.

In this instance, Darktrace applied a number of mitigative actions on the remote user, containing most of the activity as soon as it was detected:

  • Block all outgoing traffic
  • Enforce pattern of life
  • Block all connections to port 445 (SMB)
  • Block all connections to port 9401
Figure 6: Darktrace’s Autonomous Response actions showing the actions taken in response to the observed activity, including blocking all outgoing traffic or enforcing the pattern of life.

The growing threat of vishing in a remote workforce

This vishing attack underscores the significant risks remote employees face and the critical need for companies to address vishing threats to prevent network compromises. The remote employee in this instance was deceived by a malicious actor who spoofed the phone number of internal IT Support and convinced the employee to perform approve an MFA request. This sophisticated social engineering tactic allowed the attacker to proxy through the customer’s VPN, making the malicious activity appear legitimate due to the use of static IP addresses.

Despite the stealthy attempts to perform malicious activities on the network, Darktrace’s focus on anomaly detection enabled it to swiftly identify and analyze the suspicious behavior. This led to the prompt determination of the activity as malicious and the subsequent blocking of the malicious actor to prevent further escalation.

While the exact motivation of the threat actor in this case remains unclear, the 2023 cyber-attack on MGM Resorts serves as a stark illustration of the potential consequences of such threats. MGM Resorts experienced significant disruptions and data breaches following a similar vishing attack, resulting in financial and reputational damage [1]. If the attack on the customer had not been detected, they too could have faced sensitive data loss and major business disruptions. This incident underscores the critical importance of robust security measures and vigilant monitoring to protect against sophisticated cyber threats.

Insights from Darktrace’s First 6: Half-year threat report for 2024

First 6: half year threat report darktrace screenshot

Darktrace’s First 6: Half-Year Threat Report 2024 highlights the latest attack trends and key threats observed by the Darktrace Threat Research team in the first six months of 2024.

  • Focuses on anomaly detection and behavioral analysis to identify threats
  • Maps mitigated cases to known, publicly attributed threats for deeper context
  • Offers guidance on improving security posture to defend against persistent threats

Appendices

Credit to Rajendra Rushanth (Cyber Security Analyst) and Ryan Traill (Threat Content Lead)

Darktrace Model Detections

  • Device / Unusual LDAP Bind and Search Activity
  • Device / Attack and Recon Tools
  • Device / Network Range Scan
  • Device / Suspicious SMB Scanning Activity
  • Device / RDP Scan
  • Device / UDP Enumeration
  • Device / Large Number of Model Breaches
  • Device / Network Scan
  • Device / Multiple Lateral Movement Model Breaches (Enhanced Monitoring)
  • Device / Reverse DNS Sweep
  • Device / SMB Session Brute Force (Non-Admin)

List of Indicators of Compromise (IoCs)

IoC - Type – Description

/nice ports,/Trinity.txt.bak - URI – Unusual Nmap Usage

MITRE ATT&CK Mapping

Tactic – ID – Technique

INITIAL ACCESS – T1200 – Hardware Additions

DISCOVERY – T1046 – Network Service Scanning

DISCOVERY – T1482 – Domain Trust Discovery

RECONNAISSANCE – T1590 – IP Addresses

T1590.002 – DNS

T1590.005 – IP Addresses

RECONNAISSANCE – T1592 – Client Configurations

T1592.004 – Client Configurations

RECONNAISSANCE – T1595 – Scanning IP Blocks

T1595.001 – Scanning IP Blocks

T1595.002 – Vulnerability Scanning

References

[1] https://www.bleepingcomputer.com/news/security/securing-helpdesks-from-hackers-what-we-can-learn-from-the-mgm-breach/

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
Rajendra Rushanth
Cyber Analyst

More in this series

No items found.

Blog

/

Email

/

December 18, 2025

Why organizations are moving to label-free, behavioral DLP for outbound email

Man at laptopDefault blog imageDefault blog image

Why outbound email DLP needs reinventing

In 2025, the global average cost of a data breach fell slightly — but remains substantial at USD 4.44 million (IBM Cost of a Data Breach Report 2025). The headline figure hides a painful reality: many of these breaches stem not from sophisticated hacks, but from simple human error: mis-sent emails, accidental forwarding, or replying with the wrong attachment. Because outbound email is a common channel for sensitive data leaving an organization, the risk posed by everyday mistakes is enormous.

In 2025, 53% of data breaches involved customer PII, making it the most commonly compromised asset (IBM Cost of a Data Breach Report 2025). This makes “protection at the moment of send” essential. A single unintended disclosure can trigger compliance violations, regulatory scrutiny, and erosion of customer trust –consequences that are disproportionate to the marginal human errors that cause them.

Traditional DLP has long attempted to mitigate these impacts, but it relies heavily on perfect labelling and rigid pattern-matching. In reality, data loss rarely presents itself as a neat, well-structured pattern waiting to be caught – it looks like everyday communication, just slightly out of context.

How data loss actually happens

Most data loss comes from frustratingly familiar scenarios. A mistyped name in auto-complete sends sensitive data to the wrong “Alex.” A user forwards a document to a personal Gmail account “just this once.” Someone shares an attachment with a new or unknown correspondent without realizing how sensitive it is.

Traditional, content-centric DLP rarely catches these moments. Labels are missing or wrong. Regexes break the moment the data shifts formats. And static rules can’t interpret the context that actually matters – the sender-recipient relationship, the communication history, or whether this behavior is typical for the user.

It’s the everyday mistakes that hurt the most. The classic example: the Friday 5:58 p.m. mis-send, when auto-complete selects Martin, a former contractor, instead of Marta in Finance.

What traditional DLP approaches offer (and where gaps remain)

Most email DLP today follows two patterns, each useful but incomplete.

  • Policy- and label-centric DLP works when labels are correct — but content is often unlabeled or mislabeled, and maintaining classification adds friction. Gaps appear exactly where users move fastest
  • Rule and signature-based approaches catch known patterns but miss nuance: human error, new workflows, and “unknown unknowns” that don’t match a rule

The takeaway: Protection must combine content + behavior + explainability at send time, without depending on perfect labels.

Your technology primer: The three pillars that make outbound DLP effective

1) Label-free (vs. data classification)

Protects all content, not just what’s labeled. Label-free analysis removes classification overhead and closes gaps from missing or incorrect tags. By evaluating content and context at send time, it also catches misdelivery and other payload-free errors.

  • No labeling burden; no regex/rule maintenance
  • Works when tags are missing, wrong, or stale
  • Detects misdirected sends even when labels look right

2) Behavioral (vs. rules, signatures, threat intelligence)

Understands user behavior, not just static patterns. Behavioral analysis learns what’s normal for each person, surfacing human error and subtle exfiltration that rules can’t. It also incorporates account signals and inbound intel, extending across email and Teams.

  • Flags risk without predefined rules or IOCs
  • Catches misdelivery, unusual contacts, personal forwards, odd timing/volume
  • Blends identity and inbound context across channels

3) Proprietary DSLM (vs. generic LLM)

Optimized for precise, fast, explainable on-send decisions. A DSLM understands email/DLP semantics, avoids generative risks, and stays auditable and privacy-controlled, delivering intelligence reliably without slowing mail flow.

  • Low-latency, on-send enforcement
  • Non-generative for predictable, explainable outcomes
  • Governed model with strong privacy and auditability

The Darktrace approach to DLP

Darktrace / EMAIL – DLP stops misdelivery and sensitive data loss at send time using hold/notify/justify/release actions. It blends behavioral insight with content understanding across 35+ PII categories, protecting both labeled and unlabeled data. Every action is paired with clear explainability: AI narratives show exactly why an email was flagged, supporting analysts and helping end-users learn. Deployment aligns cleanly with existing SOC workflows through mail-flow connectors and optional Microsoft Purview label ingestion, without forcing duplicate policy-building.

Deployment is simple: Microsoft 365 routes outbound mail to Darktrace for real-time, inline decisions without regex or rule-heavy setup.

A buyer’s checklist for DLP solutions

When choosing your DLP solution, you want to be sure that it can deliver precise, explainable protection at the moment it matters – on send – without operational drag.  

To finish, we’ve compiled a handy list of questions you can ask before choosing an outbound DLP solution:

  • Can it operate label free when tags are missing or wrong? 
  • Does it truly learn per user behavior (no shortcuts)? 
  • Is there a domain specific model behind the content understanding (not a generic LLM)? 
  • Does it explain decisions to both analysts and end users? 
  • Will it integrate with your label program and SOC workflows rather than duplicate them? 

For a deep dive into Darktrace’s DLP solution, check out the full solution brief.

[related-resource]

Continue reading
About the author
Carlos Gray
Senior Product Marketing Manager, Email

Blog

/

Email

/

December 17, 2025

Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with Darktrace

Beyond MFA: Detecting Adversary-in-the-Middle Attacks and Phishing with DarktraceDefault blog imageDefault blog image

What is an Adversary-in-the-middle (AiTM) attack?

Adversary-in-the-Middle (AiTM) attacks are a sophisticated technique often paired with phishing campaigns to steal user credentials. Unlike traditional phishing, which multi-factor authentication (MFA) increasingly mitigates, AiTM attacks leverage reverse proxy servers to intercept authentication tokens and session cookies. This allows attackers to bypass MFA entirely and hijack active sessions, stealthily maintaining access without repeated logins.

This blog examines a real-world incident detected during a Darktrace customer trial, highlighting how Darktrace / EMAILTM and Darktrace / IDENTITYTM identified the emerging compromise in a customer’s email and software-as-a-service (SaaS) environment, tracked its progression, and could have intervened at critical moments to contain the threat had Darktrace’s Autonomous Response capability been enabled.

What does an AiTM attack look like?

Inbound phishing email

Attacks typically begin with a phishing email, often originating from the compromised account of a known contact like a vendor or business partner. These emails will often contain malicious links or attachments leading to fake login pages designed to spoof legitimate login platforms, like Microsoft 365, designed to harvest user credentials.

Proxy-based credential theft and session hijacking

When a user clicks on a malicious link, they are redirected through an attacker-controlled proxy that impersonates legitimate services.  This proxy forwards login requests to Microsoft, making the login page appear legitimate. After the user successfully completes MFA, the attacker captures credentials and session tokens, enabling full account takeover without the need for reauthentication.

Follow-on attacks

Once inside, attackers will typically establish persistence through the creation of email rules or registering OAuth applications. From there, they often act on their objectives, exfiltrating sensitive data and launching additional business email compromise (BEC) campaigns. These campaigns can include fraudulent payment requests to external contacts or internal phishing designed to compromise more accounts and enable lateral movement across the organization.

Darktrace’s detection of an AiTM attack

At the end of September 2025, Darktrace detected one such example of an AiTM attack on the network of a customer trialling Darktrace / EMAIL and Darktrace / IDENTITY.

In this instance, the first indicator of compromise observed by Darktrace was the creation of a malicious email rule on one of the customer’s Office 365 accounts, suggesting the account had likely already been compromised before Darktrace was deployed for the trial.

Darktrace / IDENTITY observed the account creating a new email rule with a randomly generated name, likely to hide its presence from the legitimate account owner. The rule marked all inbound emails as read and deleted them, while ignoring any existing mail rules on the account. This rule was likely intended to conceal any replies to malicious emails the attacker had sent from the legitimate account owner and to facilitate further phishing attempts.

Darktrace’s detection of the anomalous email rule creation.
Figure 1: Darktrace’s detection of the anomalous email rule creation.

Internal and external phishing

Following the creation of the email rule, Darktrace / EMAIL observed a surge of suspicious activity on the user’s account. The account sent emails with subject lines referencing payment information to over 9,000 different external recipients within just one hour. Darktrace also identified that these emails contained a link to an unusual Google Drive endpoint, embedded in the text “download order and invoice”.

Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Figure 2: Darkrace’s detection of an unusual surge in outbound emails containing suspicious content, shortly following the creation of a new email rule.
Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.
Figure 3: Darktrace / EMAIL’s detection of the compromised account sending over 9,000 external phishing emails, containing an unusual Google Drive link.

As Darktrace / EMAIL flagged the message with the ‘Compromise Indicators’ tag (Figure 2), it would have been held automatically if the customer had enabled default Data Loss Prevention (DLP) Action Flows in their email environment, preventing any external phishing attempts.

Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.
Figure 4: Darktrace / EMAIL’s preview of the email sent by the offending account.

Darktrace analysis revealed that, after clicking the malicious link in the email, recipients would be redirected to a convincing landing page that closely mimicked the customer’s legitimate branding, including authentic imagery and logos, where prompted to download with a PDF named “invoice”.

Figure 5: Download and login prompts presented to recipients after following the malicious email link, shown here in safe view.

After clicking the “Download” button, users would be prompted to enter their company credentials on a page that was likely a credential-harvesting tool, designed to steal corporate login details and enable further compromise of SaaS and email accounts.

Darktrace’s Response

In this case, Darktrace’s Autonomous Response was not fully enabled across the customer’s email or SaaS environments, allowing the compromise to progress,  as observed by Darktrace here.

Despite this, Darktrace / EMAIL’s successful detection of the malicious Google Drive link in the internal phishing emails prompted it to suggest ‘Lock Link’, as a recommended action for the customer’s security team to manually apply. This action would have automatically placed the malicious link behind a warning or screening page blocking users from visiting it.

Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.
Figure 6: Autonomous Response suggesting locking the malicious Google Drive link sent in internal phishing emails.

Furthermore, if active in the customer’s SaaS environment, Darktrace would likely have been able to mitigate the threat even earlier, at the point of the first unusual activity: the creation of a new email rule. Mitigative actions would have included forcing the user to log out, terminating any active sessions, and disabling the account.

Conclusion

AiTM attacks represent a significant evolution in credential theft techniques, enabling attackers to bypass MFA and hijack active sessions through reverse proxy infrastructure. In the real-world case we explored, Darktrace’s AI-driven detection identified multiple stages of the attack, from anomalous email rule creation to suspicious internal email activity, demonstrating how Autonomous Response could have contained the threat before escalation.

MFA is a critical security measure, but it is no longer a silver bullet. Attackers are increasingly targeting session tokens rather than passwords, exploiting trusted SaaS environments and internal communications to remain undetected. Behavioral AI provides a vital layer of defense by spotting subtle anomalies that traditional tools often miss

Security teams must move beyond static defenses and embrace adaptive, AI-driven solutions that can detect and respond in real time. Regularly review SaaS configurations, enforce conditional access policies, and deploy technologies that understand “normal” behavior to stop attackers before they succeed.

Credit to David Ison (Cyber Analyst), Bertille Pierron (Solutions Engineer), Ryan Traill (Analyst Content Lead)

Appendices

Models

SaaS / Anomalous New Email Rule

Tactic – Technique – Sub-Technique  

Phishing - T1566

Adversary-in-the-Middle - T1557

Continue reading
About the author
Your data. Our AI.
Elevate your network security with Darktrace AI