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August 2, 2024

Safelink Smuggling: Enhancing Resilience Against Malicious Links

Gain insights into safelink smuggling tactics and learn strategies to protect your organization from the dangers posed by malicious links.
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
Carlos Gray
Senior Product Marketing Manager, Email
Written by
Stephen Pickman
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02
Aug 2024

Darktrace security members and researchers have recently seen a rise in what we are calling Safelink Smuggling. Safelinks are URLs rewritten by security solutions to enable additional analysis when the URL is clicked. Once analyzed, they may prompt a user, redirect the browser back to the original URL, or block further access if deemed necessary.

What is Safelink Smuggling?

Safelink Smuggling is a technique that involves an attacker purposely getting their malicious payload rewritten by a security solution’s Safelink capability to then propagate the rewritten URL to others. This technique is a way for attackers to not only avoid detection by traditional email security and other solutions, but also to instill mistrust in all email security solutions. As a result, Safelinks from a range of popular email security providers are often seen in phishing or supply chain attacks. In fact, Darktrace has observed over 300,000 cases of Safelinks being included in unexpected and suspicious contexts over the last 3 months.

How does Safelink Smuggling work?

Safelink Smuggling has two key stages: Getting a malicious link rewritten by an email security solution, then propagating that rewritten link to other victims.

Step one:

Obfuscated a malicious payload through a Safelink capability rewriting the link; Darktrace has seen this attempted through two methods – Compromised Account or Reply-Chain.

  • Method 1: Compromised Account

If an attacker can gain access to a compromised account – whether that’s through brute force, malware or credential theft – they can infiltrate it with malicious links, and then exfiltrate the Safelinks created as the email passes through security filtering. In other words, attackers will send a malicious payload to the compromised inbox, with the intent that the malicious URL gets rewritten. Unlike a normal phishing email where the threat actor wants to avoid having their email blocked, in this case the objective is for the email to get through to the inbox with the link rewritten. As observed by Darktrace, attackers often send the link in isolation as any additional components (i.e., body text or other content in the email) could cause a more severe action such as the email security solution holding the message.

  • Method 2: Reply-Chain

With this method, the attacker sends a malicious link to an email security vendor’s customer in an attempt to solicit a reply from an internal user. This allows them to grab the re-written URL within the reply chain. However, this is a risky tactic which can fail at several points. The attacker has to be confident the initial email won't be blocked outright; they also risk alerting security vendors to the address and the URL intended to be used for the main campaign. They also must be confident that the checks made when the re-written URL is clicked will not lead to a block at the final destination.
Regardless of the method used, the end result will appear as follows:

For example, the original malicious URL may look like this,

faceldu[.]org/Invoice112.zip

(negative surface indicators: recently registered domain, file extension)

And after being rewritten,

securityvevndor[.]com/safe?q=aNDF80dfaAkAH930adbd

(positive surface indicators: established domain, positive reputation, associated with safe content)

Step Two:

Now that the attacker has access to a malicious URL that has been obfuscated by a safe rewrite, attackers can forward or craft an email leveraging that same link. In fact, we have even seen multiple layers of Safelink Smuggling being used to mask a payload further.

The Challenge of Link Rewriting

Traditional email security solutions rewrite all links sent to an organization, but there is an inherent risk to this methodology. Rewriting every link, whether harmless or harmful, leads employees to lose context and creates a false sense of security when interacting with rewritten links in emails. Furthermore, it provides attackers with many opportunities to exploit Safelinks. As demonstrated in Method 2 above, if an email security solution does not rewrite every link, executing such attacks would be significantly more challenging.

Traditionally, rewriting every link made sense from a security perspective, as it allowed servers to thoroughly analyze links for known attack patterns and signatures. However, this approach relies on identifying previously recognized threats. Conversely, Darktrace / EMAIL gathers sufficient information about a link without needing to rewrite it, by analyzing the context and content of the email and the link itself.

In fact, Darktrace is the pioneer in applying selective rewriting to URLs based on suspicious properties or context, a method that other solutions have since adopted. While traditional solutions rewrite links to assess them only after they are clicked, Darktrace / EMAIL takes immediate action to neutralize threats before they reach the inbox.

Darktrace achieves high success rates in detecting malicious links and emails on the first encounter using Self-Learning AI. By understanding 'normal' behavior in email communications, Darktrace identifies subtle deviations indicative of cyber threats and selectively rewrites only those links deemed suspicious, ensuring a targeted, proportionate, and non-disruptive response.

Why do traditional email security solutions miss Safelink attacks?

Traditional security solutions that focus on learning attack patterns will miss Safelink threats as they are often utilized in attacks that have a variety of layers which help the email seem legitimate. Leveraging all the classic techniques seen in a supply chain attack to disguise the sender's intent, taking advantage of the users' inherent trust in familiar sources, the user is more likely to lower their defenses.

For more information: https://darktrace.com/products/email/use-cases/supply-chain-attack

In terms of the URL, if the payload is malicious, why is it difficult for email security solutions to catch it? Primarily, other security vendors will focus on the payload in isolation, attempting to find known attack patterns or signatures such as a domain name or IP with a bad reputation. Unfortunately, with this technique, if the URL has a legitimate domain, it will return a clean track record. Common obfuscation techniques such as captchas, short-links, and click throughs can all be deployed to add layers of complexity to the analysis.

Safelink Smuggling relies heavily on link redirects, which means that web analysis tools will falter as they will only analyze the first redirect. Consequently, when more in-depth analysis on the link itself is performed, the first place the URL takes the user is not the malicious site but rather the default on-click analysis of the vendor in question. Therefore, any traditional browser or link analysis will also return a negative result.

Finally, the context itself is important. In contrast to traditional email security solutions, Darktrace / EMAIL asks who, what, when, where, and why for every single email, and compares it to the pattern of life of both the internal recipient and the external sender, rather than attempting to match patterns with historical threat data. When analyzing an email from an inbound perspective, Darktrace reveals potential deviations from normal, that, when considered sufficiently anomalous, will result in taking a proportional action to the threat assessed.

To illustrate the above, let’s take a look at an example email that Darktrace recently caught.

The following is an email a Darktrace customer received, which Darktrace / EMAIL held before it reached the inbox. In this case, the smuggled Safelink was further obfuscated behind a QR Code. The accompanying document also presented some anomalies in terms of its intent, perceived as a potential social engineering attempt. Finally, the lack of association and low mailing history meant there was no prior context for this email.  

Example of a Safelink Smuggling attack using a popular email security solution’s safelink.
Fig 1: Example of a Safelink Smuggling attack using a popular email security solution’s safelink.

How to mitigate against Safelink Smuggling?

It's difficult for email security vendors to do anything about their links being reused, and reuse should almost be expected by popular operators in the email security space. Therefore, the presence of links from a vendor’s domain in a suspicious email communication rarely indicates a compromise of the link rewrite infrastructure or a compromise of the third-party vendor.

Email security vendors can improve their defense-in-depth, especially around their email provider accounts to avoid Method 1 (Compromised Account attacks) and become more selective with their rewrites to curtail Method 2 (Reply Chain attacks).

Primary protection against Safelink Smuggling should be offered by the email security vendor responsible for inbound email analysis. They need to ensure that techniques such as Safelink Smuggling are not evaded by their detection mechanisms.

Darktrace has long been working on the betterment of security within the email community and innovating our link analysis infrastructure to mitigate against this attack methodology (read more about our major update in 6.2 here), regardless of whether the receiving organization are Darktrace customers.

How does Darktrace deal with Safelink Smuggling today?

Darktrace has been dealing with Safelink Smuggling since launch and has a standardized recommendation for customers who are looking to defend against this threat.

Customers want to avoid being 1) the propagators of this threat and potentially damaging their brand reputation, and 2) being victims of the supply chain attack thereafter.

The principal recommendation to protect customer accounts and consequently their brands is to ensure defense-in-depth. As accounts establish themselves as the crown jewels of any modern enterprise, organizations should vigilantly monitor their account activity with the same rigor they would analyze their network activity. Whether that is through the base account takeover protection offered by Darktrace / EMAIL, or the expanded defense offered by Darktrace / IDENTITY, it is crucial that the accounts themselves have a robust security solution in place.

Secondly, to avoid falling victim to the supply chain attack that leverages a third-party vendor’s link rewrite, it is imperative to use a solution that does not rely on static threat intelligence and link reputation analysis. Rather than chasing attackers by updating rules and signatures, Darktrace leverages Self-Learning AI to learn the communication patterns of both internal and external messages to reveal deviations in both content and context.

Finally, for those customers that already leverage Darktrace / EMAIL we recommend ensuring that lock links are enabled, and that the default warning page is displayed every time a link is rewritten, no matter the perceived severity of the link. This will allow any potential user that clicks on a rewritten Darktrace / EMAIL link to be alerted to the potential nature of the site they are trying to access.

Safelink smuggling example caught by Darktrace

While most cases involve other vendors, analysts recently saw a case where Darktrace's own links were used in this type of attack. A small number of links were leveraged in a campaign targeting both Darktrace and non-Darktrace customers alike. Thankfully, these attempts were all appropriately actioned by those customers that had Darktrace / EMAIL deployed.

In the example below, you will see how Darktrace Cyber AI Analyst describes the example at hand under the Anomaly Indicators section.

Example of Safelink Smuggling attack on Darktrace using the Darktrace Safelink Infrastructure.
Fig 2: Example of Safelink Smuggling attack on Darktrace using the Darktrace Safelink Infrastructure.

First, the display name mismatch can be interpreted as an indicator of social engineering, attempting to deceive the recipient with an IT policy change.

Second, the link itself, which in this case is a hidden redirect to an unusual host for this environment.

Finally, there is a suspected account takeover due to the origin of the email being a long-standing, validated domain that contains a wide variety of suspicious elements.

Darktrace / EMAIL would have held this email from being delivered.

Conclusion

By investigating Safelink Smuggling, Darktrace wants to shine a light on the technique for security teams and help raise awareness of how it can be used to dupe users into lowering their defenses. Challenge your email security vendor on how it deals with link analysis, particularly from trusted senders and applications.

Interested in Darktrace’s approach to defense-in-depth? Check out Darktrace / EMAIL

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
Carlos Gray
Senior Product Marketing Manager, Email
Written by
Stephen Pickman

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July 3, 2025

Top Eight Threats to SaaS Security and How to Combat Them

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The latest on the identity security landscape

Following the mass adoption of remote and hybrid working patterns, more critical data than ever resides in cloud applications – from Salesforce and Google Workspace, to Box, Dropbox, and Microsoft 365.

On average, a single organization uses 130 different Software-as-a-Service (SaaS) applications, and 45% of organizations reported experiencing a cybersecurity incident through a SaaS application in the last year.

As SaaS applications look set to remain an integral part of the digital estate, organizations are being forced to rethink how they protect their users and data in this area.

What is SaaS security?

SaaS security is the protection of cloud applications. It includes securing the apps themselves as well as the user identities that engage with them.

Below are the top eight threats that target SaaS security and user identities.

1.  Account Takeover (ATO)

Attackers gain unauthorized access to a user’s SaaS or cloud account by stealing credentials through phishing, brute-force attacks, or credential stuffing. Once inside, they can exfiltrate data, send malicious emails, or escalate privileges to maintain persistent access.

2. Privilege escalation

Cybercriminals exploit misconfigurations, weak access controls, or vulnerabilities to increase their access privileges within a SaaS or cloud environment. Gaining admin or superuser rights allows attackers to disable security settings, create new accounts, or move laterally across the organization.

3. Lateral movement

Once inside a network or SaaS platform, attackers move between accounts, applications, and cloud workloads to expand their foot- hold. Compromised OAuth tokens, session hijacking, or exploited API connections can enable adversaries to escalate access and exfiltrate sensitive data.

4. Multi-Factor Authentication (MFA) bypass and session hijacking

Threat actors bypass MFA through SIM swapping, push bombing, or exploiting session cookies. By stealing an active authentication session, they can access SaaS environments without needing the original credentials or MFA approval.

5. OAuth token abuse

Attackers exploit OAuth authentication mechanisms by stealing or abusing tokens that grant persistent access to SaaS applications. This allows them to maintain access even if the original user resets their password, making detection and mitigation difficult.

6. Insider threats

Malicious or negligent insiders misuse their legitimate access to SaaS applications or cloud platforms to leak data, alter configurations, or assist external attackers. Over-provisioned accounts and poor access control policies make it easier for insiders to exploit SaaS environments.

7. Application Programming Interface (API)-based attacks

SaaS applications rely on APIs for integration and automation, but attackers exploit insecure endpoints, excessive permissions, and unmonitored API calls to gain unauthorized access. API abuse can lead to data exfiltration, privilege escalation, and service disruption.

8. Business Email Compromise (BEC) via SaaS

Adversaries compromise SaaS-based email platforms (e.g., Microsoft 365 and Google Workspace) to send phishing emails, conduct invoice fraud, or steal sensitive communications. BEC attacks often involve financial fraud or data theft by impersonating executives or suppliers.

BEC heavily uses social engineering techniques, tailoring messages for a specific audience and context. And with the growing use of generative AI by threat actors, BEC is becoming even harder to detect. By adding ingenuity and machine speed, generative AI tools give threat actors the ability to create more personalized, targeted, and convincing attacks at scale.

Protecting against these SaaS threats

Traditionally, security leaders relied on tools that were focused on the attack, reliant on threat intelligence, and confined to a single area of the digital estate.

However, these tools have limitations, and often prove inadequate for contemporary situations, environments, and threats. For example, they may lack advanced threat detection, have limited visibility and scope, and struggle to integrate with other tools and infrastructure, especially cloud platforms.

AI-powered SaaS security stays ahead of the threat landscape

New, more effective approaches involve AI-powered defense solutions that understand the digital business, reveal subtle deviations that indicate cyber-threats, and action autonomous, targeted responses.

[related-resource]

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About the author
Carlos Gray
Senior Product Marketing Manager, Email

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Proactive Security

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July 2, 2025

Pre-CVE Threat Detection: 10 Examples Identifying Malicious Activity Prior to Public Disclosure of a Vulnerability

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Vulnerabilities are weaknesses in a system that can be exploited by malicious actors to gain unauthorized access or to disrupt normal operations. Common Vulnerabilities and Exposures (or CVEs) are a list of publicly disclosed cybersecurity vulnerabilities that can be tracked and mitigated by the security community.

When a vulnerability is discovered, the standard practice is to report it to the vendor or the responsible organization, allowing them to develop and distribute a patch or fix before the details are made public. This is known as responsible disclosure.

With a record-breaking 40,000 CVEs reported for 2024 and a predicted higher number for 2025 by the Forum for Incident Response and Security Teams (FIRST) [1], anomaly-detection is essential for identifying these potential risks. The gap between exploitation of a zero-day and disclosure of the vulnerability can sometimes be considerable, and retroactively attempting to identify successful exploitation on your network can be challenging, particularly if taking a signature-based approach.

Detecting threats without relying on CVE disclosure

Abnormal behaviors in networks or systems, such as unusual login patterns or data transfers, can indicate attempted cyber-attacks, insider threats, or compromised systems. Since Darktrace does not rely on rules or signatures, it can detect malicious activity that is anomalous even without full context of the specific device or asset in question.

For example, during the Fortinet exploitation late last year, the Darktrace Threat Research team were investigating a different Fortinet vulnerability, namely CVE 2024-23113, for exploitation when Mandiant released a security advisory around CVE 2024-47575, which aligned closely with Darktrace’s findings.

Retrospective analysis like this is used by Darktrace’s threat researchers to better understand detections across the threat landscape and to add additional context.

Below are ten examples from the past year where Darktrace detected malicious activity days or even weeks before a vulnerability was publicly disclosed.

ten examples from the past year where Darktrace detected malicious activity days or even weeks before a vulnerability was publicly disclosed.

Trends in pre-cve exploitation

Often, the disclosure of an exploited vulnerability can be off the back of an incident response investigation related to a compromise by an advanced threat actor using a zero-day. Once the vulnerability is registered and publicly disclosed as having been exploited, it can kick off a race between the attacker and defender: attack vs patch.

Nation-state actors, highly skilled with significant resources, are known to use a range of capabilities to achieve their target, including zero-day use. Often, pre-CVE activity is “low and slow”, last for months with high operational security. After CVE disclosure, the barriers to entry lower, allowing less skilled and less resourced attackers, like some ransomware gangs, to exploit the vulnerability and cause harm. This is why two distinct types of activity are often seen: pre and post disclosure of an exploited vulnerability.

Darktrace saw this consistent story line play out during several of the Fortinet and PAN OS threat actor campaigns highlighted above last year, where nation-state actors were seen exploiting vulnerabilities first, followed by ransomware gangs impacting organizations [2].

The same applies with the recent SAP Netweaver exploitations being tied to a China based threat actor earlier this spring with subsequent ransomware incidents being observed [3].

Autonomous Response

Anomaly-based detection offers the benefit of identifying malicious activity even before a CVE is disclosed; however, security teams still need to quickly contain and isolate the activity.

For example, during the Ivanti chaining exploitation in the early part of 2025, a customer had Darktrace’s Autonomous Response capability enabled on their network. As a result, Darktrace was able to contain the compromise and shut down any ongoing suspicious connectivity by blocking internal connections and enforcing a “pattern of life” on the affected device.

This pre-CVE detection and response by Darktrace occurred 11 days before any public disclosure, demonstrating the value of an anomaly-based approach.

In some cases, customers have even reported that Darktrace stopped malicious exploitation of devices several days before a public disclosure of a vulnerability.

For example, During the ConnectWise exploitation, a customer informed the team that Darktrace had detected malicious software being installed via remote access. Upon further investigation, four servers were found to be impacted, while Autonomous Response had blocked outbound connections and enforced patterns of life on impacted devices.

Conclusion

By continuously analyzing behavioral patterns, systems can spot unusual activities and patterns from users, systems, and networks to detect anomalies that could signify a security breach.

Through ongoing monitoring and learning from these behaviors, anomaly-based security systems can detect threats that traditional signature-based solutions might miss, while also providing detailed insights into threat tactics, techniques, and procedures (TTPs). This type of behavioral intelligence supports pre-CVE detection, allows for a more adaptive security posture, and enables systems to evolve with the ever-changing threat landscape.

Credit to Nathaniel Jones (VP, Security & AI Strategy, Field CISO), Emma Fougler (Global Threat Research Operations Lead), Ryan Traill (Analyst Content Lead)

References and further reading:

  1. https://www.first.org/blog/20250607-Vulnerability-Forecast-for-2025
  2. https://cloud.google.com/blog/topics/threat-intelligence/fortimanager-zero-day-exploitation-cve-2024-47575
  3. https://thehackernews.com/2025/05/china-linked-hackers-exploit-sap-and.html

Related Darktrace blogs:

*Self-reported by customer, confirmed afterwards.

**Updated January 2024 blog now reflects current findings

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About the author
Nathaniel Jones
VP, Security & AI Strategy, Field CISO
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