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June 27, 2021

Post-Mortem Analysis of a SQL Server Exploit

Learn about the post-mortem analysis of a SQL Server exploit. Discover key insights and strategies to enhance your cybersecurity defenses.
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
Max Heinemeyer
Global Field CISO
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27
Jun 2021

While SaaS and IoT devices are increasingly popular vectors of intrusion, server-side attacks remain a serious threat to organizations worldwide. With sophisticated vulnerability scanning tools, attackers can now pinpoint security flaws in seconds, finding points of entry across the attack surface. Human security teams often struggle to keep pace with the constant wave of newly documented vulnerabilities and patches.

Darktrace recently stopped a targeted cyber-attack by an unknown attacker. After the initial entry, the attacker exploited an unpatched vulnerability (CVE-2020-0618), granting a low-privileged credential the ability to remotely execute code. This enabled the attacker to spread laterally and eventually establish a foothold in the system by creating a new user account.

The server-side attack cycle: authenticates user; scans network; infects three servers; downloads malware; c2 traffic; creates new user.

Figure 1: Overview of the server-side attack cycle.

This blog breaks down the intrusion and explores how Darktrace’s Autonomous Response technology took three surgical actions to halt the attacker’s movements.

Unknown threat actors exploit a vulnerability

Initial compromise

At a financial firm in Canada with around 3,000 devices, Cyber AI detected the use of a new credential, ‘parents’. The attacker used this credential to access the company’s internal environment through the VPN. From there, the credential authenticated to a desktop using NT LAN Manager (NTLM). No further suspicious activity was observed.

NTLM is a popular attack vector for cyber-criminals as it is vulnerable to multiple methods of compromise, including brute-force and ‘pass the hash’. The initial access to the credential could have been obtained via phishing before Darktrace had been deployed.

Figure 2: The credential was first observed on the device five days prior to reconnaissance. The attacker performed reconnaissance and lateral movement for two days, until the compromised devices were taken down.

Internal reconnaissance

Five days later, the ‘parents’ credential was seen logging onto the desktop. The desktop began scanning the network – over 80 internal IPs – on Port 443 and 445.

Shortly after the scan, the device used Nmap to attempt to establish SMBv1 sessions to 139 internal IPs, using guest / user credentials. 79 out of the 278 sessions were successful, all using the login.

Figure 3: New failed internal connections performed by an initially infected desktop, in a similar incident. The graph highlights a surge in failed internal connections and model breaches.

The network scan was the first stage after intrusion, enabling the attacker to find out which services were running, before looking for unpatched vulnerabilities.

Nmap has multiple built-in functionalities which are often exploited for reconnaissance and lateral movement. In this case, it was being used to establish the SMBv1 sessions to the domain controller, saving the attacker from having to initiate SMBv1 sessions with each destination one by one. SMBv1 has well-known vulnerabilities and best practice is to disable it where possible.

Lateral movement

The desktop began controlling services (svcctl endpoint) on a SQL server. It was observed both creating and starting services (CreateServiceW, StartServiceW).

The desktop then initiated an unencrypted HTTP connection to a SQL Reporting server. This was the first HTTP connection between the two devices and the first time the user agent had been seen on the device.

A packet capture of the connection reveals a POST that is seen in an exploit of CVE-2020-0613. This vulnerability is a deserialization issue, whereby the server mishandles carefully crafted page requests and allows low-privileged accounts to establish a reverse shell and remotely execute code on the server.

Figure 4: A partial PCAP of the HTTP connection. The traffic matches the CVE-2020-0618 exploit, which enables Remote Code Execution (RCE) in SQL Server Reporting Services (SSRS).

Most movements were seen in East-West traffic, with readily-available remote procedure call (RPC) methods. Such connections are abundant in systems. Without learning an organization’s ‘pattern of life’, it would have been near-impossible to highlight the malicious connections.

Cyber AI detected connections to the svcctl endpoint, via the DCE-RPC endpoint. This is called the 'service control' endpoint and is used to remotely control running processes on a device.

During the lateral movement from the desktop, the HTTP POST request revealed that the desktop was exploiting CVE-2020-0613. The attacker had managed to find and exploit an existing vulnerability which hadn’t been patched.

Darktrace was the only tool which alerted to the HTTP connection, revealing this underlying (and concluding) exploit. The AI determined that the user agent was unusual for the device and for the wider organization, and that the connection was highly anomalous. This connection would have gone otherwise amiss, since HTTP connections are common in most digital environments.

Because the attacker on the desktop used readily-available tools and protocols, such as Nmap, DCE-RPC, and HTTP, the device went undetected by all the other cyber defenses. However, Cyber AI noticed multiple scanning and lateral movement anomalies – triggering high-fidelity detections which would have been alerted to with Proactive Threat Notifications.

Command and control (C2) communication

The next day, the attacker connected to an SNMP server from the VPN. The connection used the ‘parents’ RDP cookie.

Immediately after the RDP connection began, the server connected to Pastebin and downloaded small amounts of encrypted data. Pastebin was likely being used as a vector to drop malicious scripts onto the device.

The SNMP server then started controlling services (svcttl) on the SQL server: again, creating and starting services.

Following this, both the SQL server and the SNMP server made a high volume of SSL connections to a rare external domain. One upload to the destination was around 21 MB, but otherwise the connections were mostly the same packet size. This, among other factors, indicated that the destination was being used as a C2 server.

Figure 5: Example Cyber AI Analyst investigation into beaconing activity by a SQL server.

With just one compromised credential, the attacker was now connecting to the VPN and infecting multiple servers on the company’s internal network.

The attacker dropped scripts onto the host using Pastebin. Darktrace alerted on this because Pastebin is highly rare for the organization. In fact, these connections were the first time it had been seen. Most security tools would miss this, as Pastebin is a legitimate site and would not be blocked by open-source intelligence (OSINT).

Even if a lesser-known Pastebin alternative had been used – say, in an environment where Pastebin was blocked on the firewall but the alternative not — Darktrace would have picked up on it in exactly the same way.

The C2 beaconing endpoint – dropbox16[.]com – has no OSINT information available online. The connections were on Port 443 and nothing about them was notable except from their rarity on the company’s system. Darktrace sent alerts because of its high rarity, rather than relying on known signatures.

Achieve persistence

After another Pastebin pull, the attacker attempted to maintain a greater foothold and escalate privileges by creating a new user using the SamrCreateUser2InDomain operation (endpoint: samr).

To establish persistence, the attacker now created a new user through a specific DCE-RPC command to the domain controller. This was highly unusual activity for the device, and was given a 100% anomaly score for ‘New or Uncommon Occurrence’.

If Darktrace had not alerted on this activity, the attacker would have continued to access files and make further inroads in the company, extracting sensitive data and potentially installing ransomware. This could have led to sensitive data loss, reputational damage, and financial losses for the company.

The value of Autonomous Response

The organization had Antigena in passive mode, so although it was not able to respond autonomously, we have visibility into the actions that it would have taken.

Antigena would have taken three actions on the initially infected desktop, as shown in the table below. The actions would have taken effect immediately in response to the first scan and the first service control requests.

During the two days of reconnaissance and lateral movement activity, these were the only steps Antigena suggested. The steps were all directly relevant to the intrusion – there was no attempt to block anything unrelated to the attack, and no other Antigena actions were triggered during this period.

By surgically blocking connections on specific ports during the scanning activity and enforcing the ‘pattern of life’ on the infected desktop, Antigena would have paralyzed the attacker’s reconnaissance efforts.

Furthermore, unusual service control attempts performed by the device would have been halted, minimizing the damage to the targeted destination.

Antigena would have delivered these blocks directly or via whatever integration was most suitable for the customer, such as firewall integrations or NAC integrations.

Lessons learned

The threat story above demonstrates the importance of controlling the access granted to low-privileged credentials, as well as remaining up-to-date with security patches. Since such attacks take advantage of existing network infrastructure, it is extremely difficult to detect these anomalous connections without the use of AI.

There was a delay of several days between the initial use of the ‘parents’ credentials and the first signs of lateral movement. This dormancy period – between compromise and the start of internal activities – is commonly seen in attacks. It likely indicates that the attacker was checking initially if their access worked, and then re-visiting the victim for further compromise once their schedule allowed for it.

Stopping a server-side attack

This compromise is reflective of many real-life intrusions: attacks cannot be easily attributed and are often conducted by sophisticated, unidentified threat actors.

Nevertheless, Darktrace managed to detect each stage of the attack cycle: initial compromise, reconnaissance, lateral movement, established foothold, and privilege escalation, and had Antigena been in active mode, it would have blocked these connections, and even prevented the initial desktop from ever exploiting the SQL vulnerability, which allowed the attacker to execute code remotely.

One day later, after seeing the power of Autonomous Response, the company decided to deploy Antigena in active mode.

Thanks to Darktrace analyst Isabel Finn for her insights on the above threat find.

Darktrace model detections:

  • Device / Anomalous Nmap SMB Activity
  • Device / Network Scan - Low Anomaly Score
  • Device / Network Scan
  • Device / ICMP Address Scan
  • Device / Suspicious Network Scan Activity
  • Anomalous Connection / New or Uncommon Service Control
  • Device / Multiple Lateral Movement Model Breaches
  • Device / New User Agent To Internal Server
  • Compliance / Pastebin
  • Device / Repeated Unknown RPC Service Bind Errors
  • Anomalous Server Activity / Rare External from Server
  • Compromise / Unusual Connections to Rare Lets Encrypt
  • User / Anomalous Domain User Creation Or Addition To Group


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
Max Heinemeyer
Global Field CISO

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December 18, 2025

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

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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]

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Carlos Gray
Senior Product Marketing Manager, Email

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December 17, 2025

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

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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

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