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How Darktrace AI Identified Microsoft 365 Breaches

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07
Jun 2020
07
Jun 2020
We cover two real cases on how Darktrace stopped Microsoft 365 account takeovers by correlating insights across SaaS applications & email activity.

Social engineering’. ‘Credential theft’. ‘Account takeover’. If you were a fly on the wall of a Security Operations Center in 2020, you would have heard these phrases far more often than ‘banking trojan’, ‘SQL injection’ or ‘exploit kit’. The reason for this is simple – the reality for most security teams now is that their perimeter has shifted into the cloud. Identities are being attacked more than devices.

Microsoft 365 account compromise’ is the current favorite, with 29% of organizations reporting a related incident in one month alone. Security teams struggle with these attacks because the evidence needed to detect them is scattered across the enterprise: they begin via email, are executed over the network, and progress in the cloud. This broad and spread out digital footprint means that following the breadcrumbs is not easy.

Darktrace’s Cyber AI Platform is designed to understand a user’s behavior as they move between devices and cloud services, tracking their activity to identify a compromise. To help understand how these attacks avoid detection, it is useful to look at a couple of examples of Microsoft Office 365 compromise detected recently in one of our customers.

Microsoft 365 compromised to launch external email threat

A Microsoft 365 account was recently compromised at a public accounting firm based in the United States. Darktrace initially picked up on several anomalies, including a sudden surge in outbound email traffic as well as the unusual login location – while the company and nearly all of its users were located in Wisconsin, an IP address located in Kansas was used to log in to the Microsoft 365 account. Along with the unusual login, a login to Microsoft Teams from the same Kansas IP address was detected.

Figure 1: Just after the new email rule was created, a Microsoft Teams 100% rare IP login occurred.

‘Impossible travel’ rules alone would have missed these anomalies, but an understanding of activity and behavior across different SaaS applications allowed Darktrace’s AI to recognize these events as one systematic case of credential theft. When the threat-actor subsequently created a new email rule, Darktrace was able to connect this event with the other anomalous behavior and understand its potentially malicious nature.

Figure 2: Darktrace’s SaaS Module noted a 100% rare IP logging into the user’s Microsoft 365 account and the creation of a new mailbox rules. All factors indicated 100% unusual SaaS activity.

Five minutes later, Antigena Email alerted on a large number of outbound emails containing a generic subject line and an attached PDF. The technology also detected that there was a clear spike in outbound emails from this user and flagged each of these emails with the “Out of Character” tag, which in this case denoted a change from normal behavior with the surge in recipients, and likely internal compromise.

Figure 3: Antigena Email detected a surge in recipients that indicated a serious breach of normal behavior for this user.

The unusual login behavior detected by Darktrace’s SaaS Module could be connected to the anomalous outbound email behavior flagged by Antigena Email, allowing the security team to see the extent of the attack and neutralize it as it emerged. It was clear that the account was being used to engage in malicious activity, as each of the 220 outbound emails used a generic subject line and contained a suspicious attachment. The security team therefore immediately disabled the compromised account.

Figure 4: A recreation of the email sent by the attacker, containing the malicious attachment.

‘Change of bank details’ sent from accounts department

When an Accounts Department’s Microsoft 365 account was compromised and used to send targeted phishing emails, Darktrace was able to track the attacker’s movement within the inbox, tying together information from Darktrace’s SaaS Module with Antigena Email’s alerts to understand the full picture of the threat and stop the attack.

The SaaS account appears to have been compromised via an inbound spear phishing attack, or some other form of attack that occurred before Darktrace began monitoring the organization. While Darktrace Cyber AI had no oversight of the initial compromise, it was still able to distinguish later attacker behavior as malicious, based on its actively evolving understanding of the organization and its workforce.

When the account user logged in from a 100% rare French IP address, Darktrace’s SaaS Module picked up on the anomaly immediately, and further detected a series of activities carried out after the unusual login. At the same time, Antigena Email noted an email being sent.

Figure 5: The login from a French IP was noted as 100% rare for this user and SaaS account.

Darktrace then identified more activity occurring from a second rare login location, a Swiss IP address. Very little email activity occurred when the account was logged in from this IP. Instead, Cyber AI saw the threat-actor using their illegitimate SaaS access to view information on the legitimate account user and files related to banking, invoices, and payments.

Antigena Email then identified a series of email communications that, when seen in the context of the SaaS account compromise, pointed to a clear threat. There were no obvious malicious attachments or links in the emails. However, the subject of the final reply was ‘Change of Bank Details’, and the email prompted a high Solicitation Inducement Score within Antigena Email, strongly implying that the malicious actor had sent emails instructing the destination to change payment details in order to route money to the attacker, instead of the company.

It seems the attackers went through the banking and invoicing files in order to find a customer with a big bill to pay, then used the compromised email account to launch an outbound phishing attack, changing the billing details. With Darktrace AI correlating information within the SaaS platform and insights from Antigena Email, this targeted phishing attack could be contained before further compromise or damage could occur.

The below screenshot also indicates a series of inbox processing rules made on the compromised account, showing actions that are typical of an account takeover.

Figure 6: Darktrace’s records of new inbox rules being set up on the compromised SaaS account.

The benefits of a unified approach

These stories are all too familiar. Most security tools would not be able to take action on any one of these steps individually. But the combination reveals the tell-tale sign of a Microsoft 365 account hijack. Organizations are struggling to manage their user identities across their cloud infrastructure, and rule and policy-based detection is no longer feasible.

However, by learning identities and behavior across the enterprise, Darktrace is able to detect, and seamlessly respond, to combat these threats. Hundreds of organizations are now using Antigena Email to protect their email and cloud environments continuously, trusting it to dynamically enforce MFA, lock accounts, block network traffic, and withhold emails when necessary.

As cloud-native applications become more popular, organizations face the growing problem of separate end-to-end security solutions for each type of workload. With Antigena Email working in conjunction with Darktrace’s Enterprise Immune System, defenders can be assured that a single, unified platform is tracking every suspicious behavior, wherever it arises in the organization.

Learn more about Antigena 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.
AUTHOR
ABOUT ThE AUTHOR
Dan Fein
VP, Product

Based in New York, Dan joined Darktrace’s technical team in 2015, helping customers quickly achieve a complete and granular understanding of Darktrace’s product suite. Dan has a particular focus on Darktrace/Email, ensuring that it is effectively deployed in complex digital environments, and works closely with the development, marketing, sales, and technical teams. Dan holds a Bachelor’s degree in Computer Science from New York University.

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Inside the SOC

Disarming the WarmCookie Backdoor: Darktrace’s Oven-Ready Solution

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26
Jul 2024

What is WarmCookie malware?

WarmCookie, also known as BadSpace [2], is a two-stage backdoor tool that provides functionality for threat actors to retrieve victim information and launch additional payloads. The malware is primarily distributed via phishing campaigns according to multiple open-source intelligence (OSINT) providers.

Backdoor malware: A backdoor tool is a piece of software used by attackers to gain and maintain unauthorized access to a system. It bypasses standard authentication and security mechanisms, allowing the attacker to control the system remotely.

Two-stage backdoor malware: This means the backdoor operates in two distinct phases:

1. Initial Stage: The first stage involves the initial infection and establishment of a foothold within the victim's system. This stage is often designed to be small and stealthy to avoid detection.

2. Secondary Stage: Once the initial stage has successfully compromised the system, it retrieves or activates the second stage payload. This stage provides more advanced functionalities for the attacker, such as extensive data exfiltration, deeper system control, or the deployment of additional malicious payloads.

How does WarmCookie malware work?

Reported attack patterns include emails attempting to impersonate recruitment firms such as PageGroup, Michael Page, and Hays. These emails likely represented social engineering tactics, with attackers attempting to manipulate jobseekers into engaging with the emails and following malicious links embedded within [3].

This backdoor tool also adopts stealth and evasion tactics to avoid the detection of traditional security tools. Reported evasion tactics included custom string decryption algorithms, as well as dynamic API loading to prevent researchers from analyzing and identifying the core functionalities of WarmCookie [1].

Before this backdoor makes an outbound network request, it is known to capture details from the target machine, which can be used for fingerprinting and identification [1], this includes:

- Computer name

- Username

- DNS domain of the machine

- Volume serial number

WarmCookie samples investigated by external researchers were observed communicating communicated over HTTP to a hardcoded IP address using a combination of RC4 and Base64 to protect its network traffic [1]. Ultimately, threat actors could use this backdoor to deploy further malicious payloads on targeted networks, such as ransomware.

Darktrace Coverage of WarmCookie

Between April and June 2024, Darktrace’s Threat Research team investigated suspicious activity across multiple customer networks indicating that threat actors were utilizing the WarmCookie backdoor tool. Observed cases across customer environments all included the download of unusual executable (.exe) files and suspicious outbound connectivity.

Affected devices were all observed making external HTTP requests to the German-based external IP, 185.49.69[.]41, and the URI, /data/2849d40ade47af8edfd4e08352dd2cc8.

The first investigated instance occurred between April 23 and April 24, when Darktrace detected a a series of unusual file download and outbound connectivity on a customer network, indicating successful WarmCookie exploitation. As mentioned by Elastic labs, "The PowerShell script abuses the Background Intelligent Transfer Service (BITS) to download WarmCookie and run the DLL with the Start export" [1].

Less than a minute later, the same device was observed making HTTP requests to the rare external IP address: 185.49.69[.]41, which had never previously been observed on the network, for the URI /data/b834116823f01aeceed215e592dfcba7. The device then proceeded to download masqueraded executable file from this endpoint. Darktrace recognized that these connections to an unknown endpoint, coupled with the download of a masqueraded file, likely represented malicious activity.

Following this download, the device began beaconing back to the same IP, 185.49.69[.]41, with a large number of external connections observed over port 80.  This beaconing related behavior could further indicate malicious software communicating with command-and-control (C2) servers.

Darktrace’s model alert coverage included the following details:

[Model Alert: Device / Unusual BITS Activity]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:10:23 UTC

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Microsoft BITS/7.8

[Model Alert: Anomalous File / EXE from Rare External Location]

[Model Alert: Anomalous File / Masqueraded File Transfer]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:11:18 UTC

- Destination IP: 185.49.69[.]41

- Destination port: 80

- Protocol: TCP

- Application protocol: HTTP

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705)

- Event details: File: http[:]//185.49.69[.]41/data/b834116823f01aeceed215e592dfcba7, total seen size: 144384B, direction: Incoming

- SHA1 file hash: 4ddf0d9c750bfeaebdacc14152319e21305443ff

- MD5 file hash: b09beb0b584deee198ecd66976e96237

[Model Alert: Compromise / Beaconing Activity To External Rare]

- Associated device type: desktop

- Time of alert: 2024-04-23T14:15:24 UTC

- Destination IP: 185.49.69[.]41

- Destination port: 80

- Protocol: TCP

- Application protocol: HTTP

- ASN: AS28753 Leaseweb Deutschland GmbH  

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705)

Between May 7 and June 4, Darktrace identified a wide range of suspicious external connectivity on another customer’s environment. Darktrace’s Threat Research team further investigated this activity and assessed it was likely indicative of WarmCookie exploitation on customer devices.

Similar to the initial use case, BITS activity was observed on affected devices, which is utilized to download WarmCookie [1]. This initial behavior was observed with the device after triggering the model: Device / Unusual BITS Activity on May 7.

Just moments later, the same device was observed making HTTP requests to the aforementioned German IP address, 185.49.69[.]41 using the same URI /data/2849d40ade47af8edfd4e08352dd2cc8, before downloading a suspicious executable file.

Just like the first use case, this device followed up this suspicious download with a series of beaconing connections to 185.49.69[.]41, again with a large number of connections via port 80.

Similar outgoing connections to 185.49.69[.]41 and model alerts were observed on additional devices during the same timeframe, indicating that numerous customer devices had been compromised.

Darktrace’s model alert coverage included the following details:

[Model Alert: Device / Unusual BITS Activity]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:03:23 UTC

- ASN: AS28753 Leaseweb Deutschland GmbH

- User agent: Microsoft BITS/7.8

[Model Alert: Anomalous File / EXE from Rare External Location]

[Model Alert: Anomalous File / Masqueraded File Transfer]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:03:35 UTC  

- Destination IP: 185.49.69[.]41

- Protocol: TCP

- ASN: AS28753 Leaseweb Deutschland GmbH

- Event details: File: http[:]//185.49.69[.]41/data/2849d40ade47af8edfd4e08352dd2cc8, total seen size: 72704B, direction: Incoming

- SHA1 file hash: 5b0a35c574ee40c4bccb9b0b942f9a9084216816

- MD5 file hash: aa9a73083184e1309431b3c7a3e44427  

[Model Alert: Anomalous Connection / New User Agent to IP Without Hostname]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:04:14 UTC  

- Destination IP: 185.49.69[.]41  

- Application protocol: HTTP  

- URI: /data/2849d40ade47af8edfd4e08352dd2cc8

- User agent: Microsoft BITS/7.8  

[Model Alert: Compromise / HTTP Beaconing to New Endpoint]

- Associated device type: desktop

- Time of alert: 2024-05-07T09:08:47 UTC

- Destination IP: 185.49.69[.]41

- Protocol: TCP

- Application protocol: HTTP  

- ASN: AS28753 Leaseweb Deutschland GmbH  

- URI: /  

- User agent: Mozilla / 4.0 (compatible; MSIE 6.0; Windows NT 5.1; SV1;.NET CLR 1.0.3705) \

Cyber AI Analyst Coverage Details around the external destination, ‘185.49.69[.]41’.
Figure 1: Cyber AI Analyst Coverage Details around the external destination, ‘185.49.69[.]41’.
External Sites Summary verifying the geographical location of the external IP, 185.49.69[.]41’.
Figure 2: External Sites Summary verifying the geographical location of the external IP, 185.49.69[.]41’.

Fortunately, this particular customer was subscribed to Darktrace’s Proactive Threat Notification (PTN) service and the Darktrace Security Operation Center (SOC) promptly investigated the activity and alerted the customer. This allowed their security team to address the activity and begin their own remediation process.

In this instance, Darktrace’s Autonomous Response capability was configured in Human Confirmation mode, meaning any mitigative actions required manual application by the customer’s security team.

Despite this, Darktrace recommended two actions to contain the activity: blocking connections to the suspicious IP address 185.49.69[.]41 and any IP addresses ending with '69[.]41', as well as the ‘Enforce Pattern of Life’ action. By enforcing a pattern of life, Darktrace can restrict a device (or devices) to its learned behavior, allowing it to continue regular business activities uninterrupted while blocking any deviations from expected activity.

Actions suggested by Darktrace to contain the emerging activity, including blocking connections to the suspicious endpoint and restricting the device to its ‘pattern of life’.
Figure 3: Actions suggested by Darktrace to contain the emerging activity, including blocking connections to the suspicious endpoint and restricting the device to its ‘pattern of life’.

Conclusion

Backdoor tools like WarmCookie enable threat actors to gather and leverage information from target systems to deploy additional malicious payloads, escalating their cyber attacks. Given that WarmCookie’s primary distribution method seems to be through phishing campaigns masquerading as trusted recruitments firms, it has the potential to affect a large number of organziations.

In the face of such threats, Darktrace’s behavioral analysis provides organizations with full visibility over anomalous activity on their digital estates, regardless of whether the threat bypasses by human security teams or email security tools. While threat actors seemingly managed to evade customers’ native email security and gain access to their networks in these cases, Darktrace identified the suspicious behavior associated with WarmCookie and swiftly notified customer security teams.

Had Darktrace’s Autonomous Response capability been fully enabled in these cases, it could have blocked any suspicious connections and subsequent activity in real-time, without the need of human intervention, effectively containing the attacks in the first instance.

Credit to Justin Torres, Cyber Security Analyst and Dylan Hinz, Senior Cyber Security Analyst

Appendices

Darktrace Model Detections

- Anomalous File / EXE from Rare External Location

- Anomalous File / Masqueraded File Transfer  

- Compromise / Beacon to Young Endpoint  

- Compromise / Beaconing Activity To External Rare  

- Compromise / HTTP Beaconing to New Endpoint  

- Compromise / HTTP Beaconing to Rare Destination

- Compromise / High Volume of Connections with Beacon Score

- Compromise / Large Number of Suspicious Successful Connections

- Compromise / Quick and Regular Windows HTTP Beaconing

- Compromise / SSL or HTTP Beacon

- Compromise / Slow Beaconing Activity To External Rare

- Compromise / Sustained SSL or HTTP Increase

- Compromise / Sustained TCP Beaconing Activity To Rare Endpoint

- Anomalous Connection / Multiple Failed Connections to Rare Endpoint

- Anomalous Connection / New User Agent to IP Without Hostname

- Compromise / Sustained SSL or HTTP Increase

AI Analyst Incident Coverage:

- Unusual Repeated Connections

- Possible SSL Command and Control to Multiple Endpoints

- Possible HTTP Command and Control

- Suspicious File Download

Darktrace RESPOND Model Detections:

- Antigena / Network / External Threat / Antigena Suspicious File Block

- Antigena / Network / External Threat / Antigena Suspicious File Pattern of Life Block

List of IoCs

IoC - Type - Description + Confidence

185.49.69[.]41 – IP Address – WarmCookie C2 Endpoint

/data/2849d40ade47af8edfd4e08352dd2cc8 – URI – Likely WarmCookie URI

/data/b834116823f01aeceed215e592dfcba7 – URI – Likely WarmCookie URI

4ddf0d9c750bfeaebdacc14152319e21305443ff  - SHA1 Hash  – Possible Malicious File

5b0a35c574ee40c4bccb9b0b942f9a9084216816  - SHA1 Hash – Possiblem Malicious File

MITRE ATT&CK Mapping

(Technique Name) – (Tactic) – (ID) – (Sub-Technique of)

Drive-by Compromise - INITIAL ACCESS - T1189

Ingress Tool Transfer - COMMAND AND CONTROL - T1105

Malware - RESOURCE DEVELOPMENT - T1588.001 - T1588

Lateral Tool Transfer - LATERAL MOVEMENT - T1570

Web Protocols - COMMAND AND CONTROL - T1071.001 - T1071

Web Services - RESOURCE DEVELOPMENT - T1583.006 - T1583

Browser Extensions - PERSISTENCE - T1176

Application Layer Protocol - COMMAND AND CONTROL - T1071

Fallback Channels - COMMAND AND CONTROL - T1008

Multi-Stage Channels - COMMAND AND CONTROL - T1104

Non-Standard Port - COMMAND AND CONTROL - T1571

One-Way Communication - COMMAND AND CONTROL - T1102.003 - T1102

Encrypted Channel - COMMAND AND CONTROL - T1573

External Proxy - COMMAND AND CONTROL - T1090.002 - T1090

Non-Application Layer Protocol - COMMAND AND CONTROL - T1095

References

[1] https://www.elastic.co/security-labs/dipping-into-danger

[2] https://www.gdatasoftware.com/blog/2024/06/37947-badspace-backdoor

[3] https://thehackernews.com/2024/06/new-phishing-campaign-deploys.html

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About the author
Justin Torres
Cyber Analyst

Blog

Thought Leadership

The State of AI in Cybersecurity: Understanding AI Technologies

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24
Jul 2024

About the State of AI Cybersecurity Report

Darktrace surveyed 1,800 CISOs, security leaders, administrators, and practitioners from industries around the globe. Our research was conducted to understand how the adoption of new AI-powered offensive and defensive cybersecurity technologies are being managed by organizations.

This blog continues the conversation from “The State of AI in Cybersecurity: Unveiling Global Insights from 1,800 Security Practitioners”. This blog will focus on security professionals’ understanding of AI technologies in cybersecurity tools.

To access download the full report, click here.

How familiar are security professionals with supervised machine learning

Just 31% of security professionals report that they are “very familiar” with supervised machine learning.

Many participants admitted unfamiliarity with various AI types. Less than one-third felt "very familiar" with the technologies surveyed: only 31% with supervised machine learning and 28% with natural language processing (NLP).

Most participants were "somewhat" familiar, ranging from 46% for supervised machine learning to 36% for generative adversarial networks (GANs). Executives and those in larger organizations reported the highest familiarity.

Combining "very" and "somewhat" familiar responses, 77% had familiarity with supervised machine learning, 74% generative AI, and 73% NLP. With generative AI getting so much media attention, and NLP being the broader area of AI that encompasses generative AI, these results may indicate that stakeholders are understanding the topic on the basis of buzz, not hands-on work with the technologies.  

If defenders hope to get ahead of attackers, they will need to go beyond supervised learning algorithms trained on known attack patterns and generative AI. Instead, they’ll need to adopt a comprehensive toolkit comprised of multiple, varied AI approaches—including unsupervised algorithms that continuously learn from an organization’s specific data rather than relying on big data generalizations.  

Different types of AI

Different types of AI have different strengths and use cases in cyber security. It’s important to choose the right technique for what you’re trying to achieve.  

Supervised machine learning: Applied more often than any other type of AI in cyber security. Trained on human attack patterns and historical threat intelligence.  

Large language models (LLMs): Applies deep learning models trained on extremely large data sets to understand, summarize, and generate new content. Used in generative AI tools.  

Natural language processing (NLP): Applies computational techniques to process and understand human language.  

Unsupervised machine learning: Continuously learns from raw, unstructured data to identify deviations that represent true anomalies.  

What impact will generative AI have on the cybersecurity field?

More than half of security professionals (57%) believe that generative AI will have a bigger impact on their field over the next few years than other types of AI.

Chart showing the types of AI expected to impact security the most
Figure 1: Chart from Darktrace's State of AI in Cybersecurity Report

Security stakeholders are highly aware of generative AI and LLMs, viewing them as pivotal to the field's future. Generative AI excels at abstracting information, automating tasks, and facilitating human-computer interaction. However, LLMs can "hallucinate" due to training data errors and are vulnerable to prompt injection attacks. Despite improvements in securing LLMs, the best cyber defenses use a mix of AI types for enhanced accuracy and capability.

AI education is crucial as industry expectations for generative AI grow. Leaders and practitioners need to understand where and how to use AI while managing risks. As they learn more, there will be a shift from generative AI to broader AI applications.

Do security professionals fully understand the different types of AI in security products?

Only 26% of security professionals report a full understanding of the different types of AI in use within security products.

Confusion is prevalent in today’s marketplace. Our survey found that only 26% of respondents fully understand the AI types in their security stack, while 31% are unsure or confused by vendor claims. Nearly 65% believe generative AI is mainly used in cybersecurity, though it’s only useful for identifying phishing emails. This highlights a gap between user expectations and vendor delivery, with too much focus on generative AI.

Key findings include:

  • Executives and managers report higher understanding than practitioners.
  • Larger organizations have better understanding due to greater specialization.

As AI evolves, vendors are rapidly introducing new solutions faster than practitioners can learn to use them. There's a strong need for greater vendor transparency and more education for users to maximize the technology's value.

To help ease confusion around AI technologies in cybersecurity, Darktrace has released the CISO’s Guide to Cyber AI. A comprehensive white paper that categorizes the different applications of AI in cybersecurity. Download the White Paper here.  

Do security professionals believe generative AI alone is enough to stop zero-day threats?

No! 86% of survey participants believe generative AI alone is NOT enough to stop zero-day threats

This consensus spans all geographies, organization sizes, and roles, though executives are slightly less likely to agree. Asia-Pacific participants agree more, while U.S. participants agree less.

Despite expecting generative AI to have the most impact, respondents recognize its limited security use cases and its need to work alongside other AI types. This highlights the necessity for vendor transparency and varied AI approaches for effective security across threat prevention, detection, and response.

Stakeholders must understand how AI solutions work to ensure they offer advanced, rather than outdated, threat detection methods. The survey shows awareness that old methods are insufficient.

To access the full report, click here.

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