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April 1, 2023

Cyber Security Threats - Email Compromise With Generative AI

Discover how generative AI is impacting email attacks and what companies can do to prepare for more sophisticated and targeted attacker campaigns.
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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01
Apr 2023

Email communications in the era of generative AI

Today’s headlines on cyber security attacks are dominated by serious breaches that cripple critical national infrastructure providers, wreak geopolitical havoc through nation state espionage, and create paralyzing financial demands through extortion and ransomware. But how do these breaches occur in the first place, and why do they keep happening?

Social engineering – specifically malicious cyber campaigns delivered via email - remain the primary source of an organization’s vulnerability to attack. A recent survey conducted by Darktrace to 6,700 global cross-industry professionals across the UK, US, Australia, France, Germany, and Netherlands, found almost a third (30%) have fallen victim to a fraudulent email. The risk, as ever, seems to be uncontrollably on the rise – 70% of respondents have noticed an increase in the frequency of malicious emails in the last six months. 

At the end of last year, I wrote about how widespread accessibility to generative AI has compounded the problem, leading to likely efficiency gains for skilled threat actors launching email attacks. Just a few weeks ago, we published research which demonstrated that while the number of email attacks across our own customer base has remained steady since ChatGPT’s release, those that rely on tricking victims into clicking malicious links have declined, while linguistic complexity, including text volume, punctuation, and sentence length among others, have increased. This indicates that cyber-criminals may be redirecting their focus to crafting more sophisticated social engineering scams that exploit user trust delivered over email. 

Our latest findings, conducted by Darktrace Research, today reveal a 135% increase in ‘novel social engineering attacks’ across thousands of active Darktrace/Email customers from January to February 2023, corresponding with the widespread adoption of ChatGPT. A novel social engineering phishing email is an email attack that shows a strong linguistic deviation – semantically and syntactically – compared to other phishing emails. The trend suggests that generative AI, such as ChatGPT, is providing an avenue for threat actors to craft sophisticated and targeted attacks at speed and scale.

Organizations are already well aware of the danger novel threats pose – globally, 82% of respondents reported are concerned that hackers can use generative AI to create scam emails that are indistinguishable from genuine communication.

Navigating the trust deficit 

Employees are being exploited continuously through their primary means of communication - email. Given that humans, and our psychology, are at the heart of the problem, organizations have scrambled to develop awareness and training programs that are delivered routinely to employees in an attempt to help them defend themselves and their organization. While a defense-in-depth approach is generally a good practice to follow, the value of security awareness training, teaching employees to spot attempts at social engineering delivered in text format, is diminishing rapidly. This problem has become especially evident now that we find ourselves in a world where ‘bad’ emails look all but undistinguishable to the human eye from ‘good’ emails. 

Over emphasizing the responsibility of employees poses a business challenge as well as a security problem: a bloated trust deficit. In times of economic uncertainty, business success is predicated on employee productivity, creativity, and efficiency. All three of these are squashed when employees treat the communication they receive, both internal and external, with forensic suspicion and mistrust. 

As generative AI becomes more mainstream – across images, audio, video, and text – we anticipate that this erosion of trust in digital communication will only continue. What happens to the workplace if an employee is left questioning their own perception when communicating with their manager or a colleague, who they can see and hear over a video conference call, but who may be an entirely fictitious creation?

The way forward

The future lies in a partnership between artificial intelligence and human beings where the algorithms are responsible for determining whether communication is malicious or benign, thereby taking the burden of responsibility off the human. In turn, humans can pursue activities that drive productivity and performance. Current training and awareness programs, coupled with traditional email security technologies which assume that knowledge of past attacks will help predict campaigns, are not sustainable in this rapidly evolving landscape. 

Our research reveals that traditional email security tools that rely on knowledge of past threats, take an average of thirteen days from an attack being launched on a victim to that attack being detected. This leaves defenders vulnerable for almost two weeks if they rely solely on traditional tools. When this statistic is contextualized against the 135% increase we’ve seen in novel social engineering campaigns, the inefficiency of ‘attack centric’ email security is made perfectly evident. If we don’t know how to define entirely new and unique attacks, how can we ever hope to recognize them based on past attacks? 

A deep understanding of ‘you’ is needed in the face of these radical changes to the email threat landscape. Instead of trying to predict attacks, an understanding of your employees’ behavior, based from their email inbox, is needed to create patterns of life for every email user: their relationships, tone and sentiments and hundreds of other data points. By leveraging AI to combat email security threats, we not only reduce risk, but revitalize organizational trusts and contribute to business outcomes.

Ironically, generative AI may be worsening the social engineering challenge, but AI that knows you, could be the parry. 

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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September 9, 2025

The benefits of bringing together network and email security

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In many organizations, network and email security operate in isolation. Each solution is tasked with defending its respective environment, even though both are facing the same advanced, multi-domain threats.  

This siloed approach overlooks a critical reality: email remains the most common vector for initiating cyber-attacks, while the network is the primary stage on which those attacks progress. Without direct integration between these two domains, organizations risk leaving blind spots that adversaries can exploit.  

A modern security strategy needs to unify email and network defenses, not just in name, but in how they share intelligence, conduct investigations, and coordinate response actions. Let’s take a look at how this joined-up approach delivers measurable technical, operational, and commercial benefits.

Technical advantages

Pre-alert intelligence: Gathering data before the threat strikes

Most security tools start working when something goes wrong – an unusual login, a flagged attachment, a confirmed compromise. But by then, attackers may already be a step ahead.

By unifying network and email security under a single AI platform (like the Darktrace Active AI Security Platform), you can analyze patterns across both environments in real time, even when there are no alerts. This ongoing monitoring builds a behavioral understanding of every user, device, and domain in your ecosystem.

That means when an email arrives from a suspicious domain, the system already knows whether that domain has appeared on your network before – and whether its behavior has been unusual. Likewise, when new network activity involves a domain first spotted in an email, it’s instantly placed in the right context.

This intelligence isn’t built on signatures or after-the-fact compromise indicators – it’s built on live behavioral baselines, giving your defenses the ability to flag threats before damage is done.

Alert-related intelligence: Connecting the dots in real time

Once an alert does fire, speed and context matter. The Darktrace Cyber AI Analyst can automatically investigate across both environments, piecing together network and email evidence into a single, cohesive incident.

Instead of leaving analysts to sift through fragmented logs, the AI links events like a phishing email to suspicious lateral movement on the recipient’s device, keeping the full attack chain intact. Investigations that might take hours – or even days – can be completed in minutes, with far fewer false positives to wade through.

This is more than a time-saver. It ensures defenders maintain visibility after the first sign of compromise, following the attacker as they pivot into network infrastructure, cloud services, or other targets. That cross-environment continuity is impossible to achieve with disconnected point solutions or siloed workflows.

Operational advantages

Streamlining SecOps across teams

In many organizations, email security is managed by IT, while network defense belongs to the SOC. The result? Critical information is scattered between tools and teams, creating blind spots just when you need clarity.

When email and network data flow into a single platform, everyone is working from the same source of truth. SOC analysts gain immediate visibility into email threats without opening another console or sending a request to another department. The IT team benefits from the SOC’s deeper investigative context.

The outcome is more than convenience: it’s faster, more informed decision-making across the board.

Reducing time-to-meaning and enabling faster response

A unified platform removes the need to manually correlate alerts between tools, reducing time-to-meaning for every incident. Built-in AI correlation instantly ties together related events, guiding analysts toward coordinated responses with higher confidence.

Instead of relying on manual SIEM rules or pre-built SOAR playbooks, the platform connects the dots in real time, and can even trigger autonomous response actions across both environments simultaneously. This ensures attacks are stopped before they can escalate, regardless of where they begin.

Commercial advantages

While purchasing “best-of-breed" for all your different tools might sound appealing, it often leads to a patchwork of solutions with overlapping costs and gaps in coverage. However good a “best-in-breed" email security solution might be in the email realm, it won't be truly effective without visibility across domains and an AI analyst piecing intelligence together. That’s why we think “best-in-suite" is the only “best-in-breed" approach that works – choosing a high-quality platform ensures that every new capability strengthens the whole system.  

On top of that, security budgets are under constant pressure. Managing separate vendors for email and network defense means juggling multiple contracts, negotiating different SLAs, and stitching together different support models.

With a single provider for both, procurement and vendor management become far simpler. You deal with one account team, one support channel, and one unified strategy for both environments. If you choose to layer on managed services, you get consistent expertise across your whole security footprint.

Even more importantly, an integrated AI platform sets the stage for growth. Once email and network are under the same roof, adding coverage for other attack surfaces – like cloud or identity – is straightforward. You’re building on the same architecture, not bolting on new point solutions that create more complexity.

Check out the white paper, The Modern Security Stack: Why Your NDR and Email Security Solutions Need to Work Together, to explore these benefits in more depth, with real-world examples and practical steps for unifying your defenses.

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About the author
Mikey Anderson
Product Marketing Manager, Network Detection & Response

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September 9, 2025

Unpacking the Salesloft Incident: Insights from Darktrace Observations

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Introduction

On August 26, 2025, Google Threat intelligence Group released a report detailing a widespread data theft campaign targeting the sales automation platform Salesloft, via compromised OAuth tokens used by the third-party Drift AI chat agent [1][2].  The attack has been attributed to the threat actor UNC6395 by Google Threat Intelligence and Mandiant [1].

The attack is believed to have begun in early August 2025 and continued through until mid-August 2025 [1], with the threat actor exporting significant volumes of data from multiple Salesforce instances [1]. Then sifting through this data for anything that could be used to compromise the victim’s environments such as access keys, tokens or passwords. This had led to Google Threat Intelligence Group assessing that the primary intent of the threat actor is credential harvesting, and later reporting that it was aware of in excess of 700 potentially impacted organizations [3].

Salesloft previously stated that, based on currently available data, customers that do not integrate with Salesforce are unaffected by this campaign [2]. However, on August 28, Google Threat Intelligence Group announced that “Based on new information identified by GTIG, the scope of this compromise is not exclusive to the Salesforce integration with Salesloft Drift and impacts other integrations” [2]. Google Threat Intelligence has since advised that any and all authentication tokens stored in or connected to the Drift platform be treated as potentially compromised [1].

This campaign demonstrates how attackers are increasingly exploiting trusted Software-as-a-Service (SaaS) integrations as a pathway into enterprise environment.

By abusing these integrations, threat actors were able to exfiltrate sensitive business data at scale, bypassing traditional security controls. Rather than relying on malware or obvious intrusion techniques, the adversaries leveraged legitimate credentials and API traffic that resembled legitimate Salesforce activity to achieve their goals. This type of activity is far harder to detect with conventional security tools, since it blends in with the daily noise of business operations.

The incident underscores the escalating significance of autonomous coverage within SaaS and third-party ecosystems. As businesses increasingly depend on interconnected platforms, visibility gaps become evident that cannot be managed by conventional perimeter and endpoint defenses.

By developing a behavioral comprehension of each organization's distinct use of cloud services, anomalies can be detected, such as logins from unexpected locations, unusually high volumes of API requests, or unusual document activity. These indications serve as an early alert system, even when intruders use legitimate tokens or accounts, enabling security teams to step in before extensive data exfiltration takes place

What happened?

The campaign is believed to have started on August 8, 2025, with malicious activity continuing until at least August 18. The threat actor, tracked as UNC6395, gained access via compromised OAuth tokens associated with Salesloft Drift integrations into Salesforce [1]. Once tokens were obtained, the attackers were able to issue large volumes of Salesforce API requests, exfiltrating sensitive customer and business data.

Initial Intrusion

The attackers first established access by abusing OAuth and refresh tokens from the Drift integration. These tokens gave them persistent access into Salesforce environments without requiring further authentication [1]. To expand their foothold, the threat actor also made use of TruffleHog [4], an open-source secrets scanner, to hunt for additional exposed credentials. Logs later revealed anomalous IAM updates, including unusual UpdateAccessKey activity, which suggested attempts to ensure long-term persistence and control within compromised accounts.

Internal Reconnaissance & Data Exfiltration

Once inside, the adversaries began exploring the Salesforce environments. They ran queries designed to pull sensitive data fields, focusing on objects such as Cases, Accounts, Users, and Opportunities [1]. At the same time, the attackers sifted through this information to identify secrets that could enable access to other systems, including AWS keys and Snowflake credentials [4]. This phase demonstrated the opportunistic nature of the campaign, with the actors looking for any data that could be repurposed for further compromise.

Lateral Movement

Salesloft and Mandiant investigations revealed that the threat actor also created at least one new user account in early September. Although follow-up activity linked to this account was limited, the creation itself suggested a persistence mechanism designed to survive remediation efforts. By maintaining a separate identity, the attackers ensured they could regain access even if their stolen OAuth tokens were revoked.

Accomplishing the mission

The data taken from Salesforce environments included valuable business records, which attackers used to harvest credentials and identify high-value targets. According to Mandiant, once the data was exfiltrated, the actors actively sifted through it to locate sensitive information that could be leveraged in future intrusions [1]. In response, Salesforce and Salesloft revoked OAuth tokens associated with Drift integrations on August 20 [1], a containment measure aimed at cutting off the attackers’ primary access channel and preventing further abuse.

How did the attack bypass the rest of the security stack?

The campaign effectively bypassed security measures by using legitimate credentials and OAuth tokens through the Salesloft Drift integration. This rendered traditional security defenses like endpoint protection and firewalls ineffective, as the activity appeared non-malicious [1]. The attackers blended into normal operations by using common user agents and making queries through the Salesforce API, which made their activity resemble legitimate integrations and scripts. This allowed them to operate undetected in the SaaS environment, exploiting the trust in third-party connections and highlighting the limitations of traditional detection controls.

Darktrace Coverage

Anomalous activities have been identified across multiple Darktrace deployments that appear associated with this campaign. This included two cases on customers based within the United States who had a Salesforce integration, where the pattern of activities was notably similar.

On August 17, Darktrace observed an account belonging to one of these customers logging in from the rare endpoint 208.68.36[.]90, while the user was seen active from another location. This IP is a known indicator of compromise (IoC) reported by open-source intelligence (OSINT) for the campaign [2].

Cyber AI Analyst Incident summarizing the suspicious login seen for the account.
Figure 1: Cyber AI Analyst Incident summarizing the suspicious login seen for the account.

The login event was associated with the application Drift, further connecting the events to this campaign.

Advanced Search logs showing the Application used to login.
Figure 2: Advanced Search logs showing the Application used to login.

Following the login, the actor initiated a high volume of Salesforce API requests using methods such as GET, POST, and DELETE. The GET requests targeted endpoints like /services/data/v57.0/query and /services/data/v57.0/sobjects/Case/describe, where the former is used to retrieve records based on a specific criterion, while the latter provides metadata for the Case object, including field names and data types [5,6].

Subsequently, a POST request to /services/data/v57.0/jobs/query was observed, likely to initiate a Bulk API query job for extracting large volumes of data from the Ingest Job endpoint [7,8].

Finally, a DELETE request to remove an ingestion job batch, possibly an attempt to obscure traces of prior data access or manipulation.

A case on another US-based customer took place a day later, on August 18. This again began with an account logging in from the rare IP 208.68.36[.]90 involving the application Drift. This was followed by Salesforce GET requests targeting the same endpoints as seen in the previous case, and then a POST to the Ingest Job endpoint and finally a DELETE request, all occurring within one minute of the initial suspicious login.

The chain of anomalous behaviors, including a suspicious login and delete request, resulted in Darktrace’s Autonomous Response capability suggesting a ‘Disable user’ action. However, the customer’s deployment configuration required manual confirmation for the action to take effect.

An example model alert for the user, triggered due to an anomalous API DELETE request.
Figure 3: An example model alert for the user, triggered due to an anomalous API DELETE request.
Figure 4: Model Alert Event Log showing various model alerts for the account that ultimately led to an Autonomous Response model being triggered.

Conclusion

In conclusion, this incident underscores the escalating risks of SaaS supply chain attacks, where third-party integrations can become avenues for attacks. It demonstrates how adversaries can exploit legitimate OAuth tokens and API traffic to circumvent traditional defenses. This emphasizes the necessity for constant monitoring of SaaS and cloud activity, beyond just endpoints and networks, while also reinforcing the significance of applying least privilege access and routinely reviewing OAuth permissions in cloud environments. Furthermore, it provides a wider perspective into the evolution of the threat landscape, shifting towards credential and token abuse as opposed to malware-driven compromise.

Credit to Emma Foulger (Global Threat Research Operations Lead), Calum Hall (Technical Content Researcher), Signe Zaharka (Principal Cyber Analyst), Min Kim (Senior Cyber Analyst), Nahisha Nobregas (Senior Cyber Analyst), Priya Thapa (Cyber Analyst)

Appendices

Darktrace Model Detections

·      SaaS / Access / Unusual External Source for SaaS Credential Use

·      SaaS / Compromise / Login From Rare Endpoint While User Is Active

·      SaaS / Compliance / Anomalous Salesforce API Event

·      SaaS / Unusual Activity / Multiple Unusual SaaS Activities

·      Antigena / SaaS / Antigena Unusual Activity Block

·      Antigena / SaaS / Antigena Suspicious Source Activity Block

Customers should consider integrating Salesforce with Darktrace where possible. These integrations allow better visibility and correlation to spot unusual behavior and possible threats.

IoC List

(IoC – Type)

·      208.68.36[.]90 – IP Address

References

1.     https://cloud.google.com/blog/topics/threat-intelligence/data-theft-salesforce-instances-via-salesloft-drift

2.     https://trust.salesloft.com/?uid=Drift+Security+Update%3ASalesforce+Integrations+%283%3A30PM+ET%29

3.     https://thehackernews.com/2025/08/salesloft-oauth-breach-via-drift-ai.html

4.     https://unit42.paloaltonetworks.com/threat-brief-compromised-salesforce-instances/

5.     https://developer.salesforce.com/docs/atlas.en-us.api_rest.meta/api_rest/resources_query.htm

6.     https://developer.salesforce.com/docs/atlas.en-us.api_rest.meta/api_rest/resources_sobject_describe.htm

7.     https://developer.salesforce.com/docs/atlas.en-us.api_asynch.meta/api_asynch/get_job_info.htm

8.     https://developer.salesforce.com/docs/atlas.en-us.api_asynch.meta/api_asynch/query_create_job.htm

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About the author
Emma Foulger
Global Threat Research Operations Lead
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