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November 8, 2022

How Raccoon Stealer v2 Infects Systems

Learn about Raccoon Stealer v2's infection process and its implications for cybersecurity. Discover effective strategies to protect your systems.
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
Sam Lister
Specialist Security Researcher
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08
Nov 2022

Raccoon Stealer Malware

Since the release of version 2 of Raccoon Stealer in May 2022, Darktrace has observed huge volumes of Raccoon Stealer v2 infections across its client base. The info-stealer, which seeks to obtain and then exfiltrate sensitive data saved on users’ devices, displays a predictable pattern of network activity once it is executed. In this blog post, we will provide details of this pattern of activity, with the goal of helping security teams to recognize network-based signs of Raccoon Stealer v2 infection within their own networks. 

What is Raccoon Stealer?

Raccoon Stealer is a classic example of information-stealing malware, which cybercriminals typically use to gain possession of sensitive data saved in users’ browsers and cryptocurrency wallets. In the case of browsers, targeted data typically includes cookies, saved login details, and saved credit card details. In the case of cryptocurrency wallets (henceforth, ‘crypto-wallets’), targeted data typically includes public keys, private keys, and seed phrases [1]. Once sensitive browser and crypto-wallet data is in the hands of cybercriminals, it will likely be used to conduct harmful activities, such as identity theft, cryptocurrency theft, and credit card fraud.

How do you obtain Raccoon Stealer?

Like most info-stealers, Raccoon Stealer is purchasable. The operators of Raccoon Stealer sell Raccoon Stealer samples to their customers (called ‘affiliates’), who then use the info-stealer to gain possession of sensitive data saved on users’ devices. Raccoon Stealer affiliates typically distribute their samples via SEO-promoted websites providing free or cracked software. 

Is Raccoon Stealer Still Active?

On the 25th of March 2022, the operators of Raccoon Stealer announced that they would be suspending their operations because one of their core developers had been killed during the Russia-Ukraine conflict [2]. The presence of the hardcoded RC4 key ‘edinayarossiya’ (Russian for ‘United Russia’) within observed Raccoon Stealer v2 samples [3] provides potential evidence of the Raccoon Stealer operators’ allegiances.

Recent details shared by the US Department of Justice [4]/[5] indicate that it was in fact the arrest, rather than the death, of an operator which led the Raccoon Stealer team to suspend their operations [6]. As a result of the FBI, along with law enforcement partners in Italy and the Netherlands, dismantling Raccoon Stealer infrastructure in March 2022 [4], the Raccoon Stealer team was forced to build a new version of the info-stealer.  

On the 17th May 2022, the completion of v2 of the info-stealer was announced on the Raccoon Stealer Telegram channel [7].  Since its release in May 2022, Raccoon Stealer v2 has become extremely popular amongst cybercriminals. The prevalence of Raccoon Stealer v2 in the wider landscape has been reflected in Darktrace’s client base, with hundreds of infections being observed within client networks on a monthly basis.   

Since Darktrace’s SOC first saw a Raccoon Stealer v2 infection on the 22nd May 2022, the info-stealer has undergone several subtle changes. However, the info-stealer’s general pattern of network activity has remained essentially unchanged.  

How Does Raccoon Stealer v2 Infection Work?

A Raccoon Stealer v2 infection typically starts with a user attempting to download cracked or free software from an SEO-promoted website. Attempting to download software from one of these cracked/free software websites redirects the user’s browser (typically via several .xyz or .cfd endpoints) to a page providing download instructions. In May, June, and July, many of the patterns of download behavior observed by Darktrace’s SOC matched the pattern of behavior observed in a cracked software campaign reported by Avast in June [8].   

webpage whose download instructions led to a Raccoon Stealer v2
Figure 1: Above is a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on Discord CDN
example of a webpage whose download instructions led to a Raccoon Stealer v2
Figure 2: Above is an example of a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on Bitbucket
example of a webpage whose download instructions led to a Raccoon Stealer v2
Figure 3: Above is an example of a webpage whose download instructions led to a Raccoon Stealer v2 sample hosted on MediaFire

Following the instructions on the download instruction page causes the user’s device to download a password-protected RAR file from a file storage service such as ‘cdn.discordapp[.]com’, ‘mediafire[.]com’, ‘mega[.]nz’, or ‘bitbucket[.]org’. Opening the downloaded file causes the user’s device to execute Raccoon Stealer v2. 

The Event Log for an infected device,
Figure 4: The Event Log for an infected device, taken from Darktrace’s Threat Visualiser interface, shows a device contacting two cracked software websites (‘crackedkey[.]org’ and ‘crackedpc[.]co’) before contacting a webpage (‘premiumdownload[.]org) providing instructions to download Raccoon Stealer v2 from Bitbucket

Once Raccoon Stealer v2 is running on a device, it will make an HTTP POST request with the target URI ‘/’ and an unusual user-agent string (such as ‘record’, ‘mozzzzzzzzzzz’, or ‘TakeMyPainBack’) to a C2 server. This POST request consists of three strings: a machine GUID, a username, and a 128-bit RC4 key [9]. The posted data has the following form:

machineId=X | Y & configId=Z (where X is a machine GUID, Y is a username and Z is a 128-bit RC4 key) 

PCAP showing a device making an HTTP POST request with the User Agent header ‘record’ 
Figure 5:PCAP showing a device making an HTTP POST request with the User Agent header ‘record’ 
PCAP showing a device making an HTTP POST request with the User Agent header ‘mozzzzzzzzzzz’
Figure 6: PCAP showing a device making an HTTP POST request with the User Agent header ‘mozzzzzzzzzzz’
PCAP showing a device making an HTTP POST request with the User Agent header ‘TakeMyPainBack’
Figure 7: PCAP showing a device making an HTTP POST request with the User Agent header ‘TakeMyPainBack’

The C2 server responds to the info-stealer’s HTTP POST request with custom-formatted configuration details. These configuration details consist of fields which tell the info-stealer what files to download, what data to steal, and what target URI to use in its subsequent exfiltration POST requests. Below is a list of the fields Darktrace has observed in the configuration details retrieved by Raccoon Stealer v2 samples:

  • a ‘libs_mozglue’ field, which specifies a download address for a Firefox library named ‘mozglue.dll’
  • a ‘libs_nss3’ field, which specifies a download address for a Network System Services (NSS) library named ‘nss3.dll’ 
  • a ‘libs_freebl3’ field, which specifies a download address for a Network System Services (NSS) library named ‘freebl3.dll’
  • a ‘libs_softokn3’ field, which specifies a download address for a Network System Services (NSS) library named ‘softokn3.dll’
  • a ‘libs_nssdbm3’ field, which specifies a download address for a Network System Services (NSS) library named ‘nssdbm3.dll’
  • a ‘libs_sqlite3’ field, which specifies a download address for a SQLite command-line program named ‘sqlite3.dll’
  • a ‘libs_ msvcp140’ field, which specifies a download address for a Visual C++ runtime library named ‘msvcp140.dll’
  • a ‘libs_vcruntime140’ field, which specifies a download address for a Visual C++ runtime library named ‘vcruntime140.dll’
  • a ‘ldr_1’ field, which specifies the download address for a follow-up payload for the sample to download 
  • ‘wlts_X’ fields (where X is the name of a crypto-wallet application), which specify data for the sample to obtain from the specified crypto-wallet application
  • ‘ews_X’ fields (where X is the name of a crypto-wallet browser extension), which specify data for the sample to obtain from the specified browser extension
  • ‘xtntns_X’ fields (where X is the name of a password manager browser extension), which specify data for the sample to obtain from the specified browser extension
  • a ‘tlgrm_Telegram’ field, which specifies data for the sample to obtain from the Telegram Desktop application 
  • a ‘grbr_Desktop’ field, which specifies data within a local ‘Desktop’ folder for the sample to obtain 
  • a ‘grbr_Documents’ field, which specifies data within a local ‘Documents’ folder for the sample to obtain
  • a ‘grbr_Recent’ field, which specifies data within a local ‘Recent’ folder for the sample to obtain
  • a ‘grbr_Downloads’ field, which specifies data within a local ‘Downloads’ folder for the sample to obtain
  • a ‘sstmnfo_System Info.txt’ field, which specifies whether the sample should gather and exfiltrate a profile of the infected host 
  • a ‘scrnsht_Screenshot.jpeg’ field, which specifies whether the sample should take and exfiltrate screenshots of the infected host
  • a ‘token’ field, which specifies a 32-length string of hexadecimal digits for the sample to use as the target URI of its HTTP POST requests containing stolen data 

After retrieving its configuration data, Raccoon Stealer v2 downloads the library files specified in the ‘libs_’ fields. Unusual user-agent strings (such as ‘record’, ‘qwrqrwrqwrqwr’, and ‘TakeMyPainBack’) are used in the HTTP GET requests for these library files. In all Raccoon Stealer v2 infections seen by Darktrace, the paths of the URLs specified in the ‘libs_’ fields have the following form:

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/X (where X is the name of the targeted DLL file) 

Advanced Search logs for an infected host
Figure 8: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘record’ for DLL files
Advanced Search logs for an infected host
Figure 9: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘qwrqrwrqwrqwr’ for DLL files
Advanced Search logs for an infected host
Figure 10: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device making an HTTP POST request to retrieve configuration details, and then making HTTP GET requests with the User Agent header ‘TakeMyPainBack’ for DLL files

Raccoon Stealer v2 uses the DLLs which it downloads to gain access to sensitive data (such as cookies, credit card details, and login details) saved in browsers running on the infected host.  

Depending on the data provided in the configuration details, Raccoon Stealer v2 will typically seek to obtain, in addition to sensitive data saved in browsers, the following information:

  • Information about the Operating System and applications installed on the infected host
  • Data from specified crypto-wallet software
  • Data from specified crypto-wallet browser extensions
  • Data from specified local folders
  • Data from Telegram Desktop
  • Data from specified password manager browser extensions
  • Screenshots of the infected host 

Raccoon Stealer v2 exfiltrates the data which it obtains to its C2 server by making HTTP POST requests with unusual user-agent strings (such as ‘record’, ‘rc2.0/client’, ‘rqwrwqrqwrqw’, and ‘TakeMyPainBack’) and target URIs matching the 32-length string of hexadecimal digits specified in the ‘token’ field of the configuration details. The stolen data exfiltrated by Raccoon Stealer typically includes files named ‘System Info.txt’, ‘---Screenshot.jpeg’, ‘\cookies.txt’, and ‘\passwords.txt’. 

Advanced Search logs for an infected host
Figure 11: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating files named ‘System Info.txt’ and ‘---Screenshot.jpeg’
Advanced Search logs for an infected host
Figure 12: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating a file named ‘System Info.txt’ 
Advanced Search logs for an infected host
Figure 13: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating files named ‘System Info.txt’, ‘\cookies.txt’ and ‘\passwords.txt’
Advanced Search logs for an infected host
Figure 14: Advanced Search logs for an infected host, found on Darktrace’s Advanced Search interface, show a device retrieving configuration details via a POST request, downloading several DLLs, and then exfiltrating a file named ‘System Info.txt’

If a ‘ldr_1’ field is present in the retrieved configuration details, then Raccoon Stealer will complete its operation by downloading the binary file specified in the ‘ldr_1’ field. In all observed cases, the paths of the URLs specified in the ‘ldr_1’ field end in a sequence of digits, followed by ‘.bin’. The follow-up payload seems to vary between infections, likely due to this additional-payload feature being customizable by Raccoon Stealer affiliates. In many cases, the info-stealer, CryptBot, was delivered as the follow-up payload. 

Darktrace Coverage of Raccoon Stealer

Once a user’s device becomes infected with Raccoon Stealer v2, it will immediately start to communicate over HTTP with a C2 server. The HTTP requests made by the info-stealer have an empty Host header (although Host headers were used by early v2 samples) and highly unusual User Agent headers. When Raccoon Stealer v2 was first observed in May 2022, the user-agent string ‘record’ was used in its HTTP requests. Since then, it appears that the operators of Raccoon Stealer have made several changes to the user-agent strings used by the info-stealer,  likely in an attempt to evade signature-based detections. Below is a timeline of the changes to the info-stealer’s user-agent strings, as observed by Darktrace’s SOC:

  • 22nd May 2022: Samples seen using the user-agent string ‘record’
  • 2nd July 2022: Samples seen using the user-agent string ‘mozzzzzzzzzzz’
  • 29th July 2022: Samples seen using the user-agent string ‘rc2.0/client’
  • 10th August 2022: Samples seen using the user-agent strings ‘qwrqrwrqwrqwr’ and ‘rqwrwqrqwrqw’
  • 16th Sep 2022: Samples seen using the user-agent string ‘TakeMyPainBack’

The presence of these highly unusual user-agent strings within infected devices’ HTTP requests causes the following Darktrace DETECT/Network models to breach:

  • Device / New User Agent
  • Device / New User Agent and New IP
  • Anomalous Connection / New User Agent to IP Without Hostname
  • Device / Three or More New User Agents

These DETECT models look for devices making HTTP requests with unusual user-agent strings, rather than specific user-agent strings which are known to be malicious. This method of detection enables the models to continually identify Raccoon Stealer v2 HTTP traffic, despite the changes made to the info-stealer’s user-agent strings.   

After retrieving configuration details from a C2 server, Raccoon Stealer v2 samples make HTTP GET requests for several DLL libraries. Since these GET requests are directed towards highly unusual IP addresses, the downloads of the DLLs cause the following DETECT models to breach:

  • Anomalous File / EXE from Rare External Location
  • Anomalous File / Script from Rare External Location
  • Anomalous File / Multiple EXE from Rare External Locations

Raccoon Stealer v2 samples send data to their C2 server via HTTP POST requests with an absent Host header. Since these POST requests lack a Host header and have a highly unusual destination IP, their occurrence causes the following DETECT model to breach:

  • Anomalous Connection / Posting HTTP to IP Without Hostname

Certain Raccoon Stealer v2 samples download (over HTTP) a follow-up payload once they have exfiltrated data. Since the target URIs of the HTTP GET requests made by v2 samples end in a sequence of digits followed by ‘.bin’, the samples’ downloads of follow-up payloads cause the following DETECT model to breach:

  • Anomalous File / Numeric File Download

If Darktrace RESPOND/Network is configured within a customer’s environment, then Raccoon Stealer v2 activity should cause the following inhibitive actions to be autonomously taken on infected systems: 

  • Enforce pattern of life — This action results in a device only being able to make connections which are normal for it to make
  • Enforce group pattern of life — This action results in a device only being able to make connections which are normal for it or any of its peers to make
  • Block matching connections — This action results in a device being unable to make connections to particular IP/Port pairs
  • Block all outgoing traffic — This action results in a device being unable to make any connections 
The Event Log for an infected device
Figure 15: The Event Log for an infected device, taken from Darktrace’s Threat Visualiser interface, shows Darktrace RESPOND taking inhibitive actions in response to the HTTP activities of a Raccoon Stealer v2 sample downloaded from MediaFire

Given that Raccoon Stealer v2 infections move extremely fast, with the time between initial infection and data exfiltration sometimes less than a minute, the availability of Autonomous Response technology such as Darktrace RESPOND is vital for the containment of Raccoon Stealer v2 infections.  

Timeline of Darktrace stopping raccoon stealer.
Figure 16: Figure displaying the steps of a Raccoon Stealer v2 infection, along with the corresponding Darktrace detections

Conclusion

Since the release of Raccoon Stealer v2 back in 2022, the info-stealer has relentlessly infected the devices of unsuspecting users. Once the info-stealer infects a user’s device, it retrieves and then exfiltrates sensitive information within a matter of minutes. The distinctive pattern of network behavior displayed by Raccoon Stealer v2 makes the info-stealer easy to spot. However, the changes which the Raccoon Stealer operators make to the User Agent headers of the info-stealer’s HTTP requests make anomaly-based methods key for the detection of the info-stealer’s HTTP traffic. The operators of Raccoon Stealer can easily change the superficial features of their malware’s C2 traffic, however, they cannot easily change the fact that their malware causes highly unusual network behavior. Spotting this behavior, and then autonomously responding to it, is likely the best bet which organizations have at stopping a Raccoon once it gets inside their networks.  

Thanks to the Threat Research Team for its contributions to this blog.

References

[1] https://www.microsoft.com/security/blog/2022/05/17/in-hot-pursuit-of-cryware-defending-hot-wallets-from-attacks/

[2] https://twitter.com/3xp0rtblog/status/1507312171914461188

[3] https://www.esentire.com/blog/esentire-threat-intelligence-malware-analysis-raccoon-stealer-v2-0

[4] https://www.justice.gov/usao-wdtx/pr/newly-unsealed-indictment-charges-ukrainian-national-international-cybercrime-operation

[5] https://www.youtube.com/watch?v=Fsz6acw-ZJ

[6] https://riskybiznews.substack.com/p/raccoon-stealer-dev-didnt-die-in

[7] https://medium.com/s2wblog/raccoon-stealer-is-back-with-a-new-version-5f436e04b20d

[8] https://blog.avast.com/fakecrack-campaign

[9] https://blog.sekoia.io/raccoon-stealer-v2-part-2-in-depth-analysis/

Appendices

MITRE ATT&CK Mapping

Resource Development

• T1588.001 — Obtain Capabilities: Malware

• T1608.001 — Stage Capabilities: Upload Malware

• T1608.005 — Stage Capabilities: Link Target

• T1608.006 — Stage Capabilities: SEO Poisoning

Execution

•  T1204.002 — User Execution: Malicious File

Credential Access

• T1555.003 — Credentials from Password Stores:  Credentials from Web Browsers

• T1555.005 — Credentials from Password Stores:  Password Managers

• T1552.001 — Unsecured Credentials: Credentials  In Files

Command and Control

•  T1071.001 — Application Layer Protocol: Web Protocols

•  T1105 — Ingress Tool Transfer

IOCS

Type

IOC

Description

User-Agent String

record

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

mozzzzzzzzzzz

String used inUser Agent header of Raccoon Stealer v2’s HTTP requests

User-Agent String

rc2.0/client

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

qwrqrwrqwrqwr

String used in  User Agent header of Raccoon Stealer v2’s HTTP requests

User-Agent String

rqwrwqrqwrqw

String used in User Agent header of  Raccoon Stealer v2’s HTTP requests

User-Agent  String

TakeMyPainBack

String used in  User Agent header of Raccoon Stealer v2’s HTTP requests

Domain Name

brain-lover[.]xyz  

Raccoon Stealer v2 C2 infrastructure

Domain  Name

polar-gift[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

cool-story[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

fall2sleep[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

broke-bridge[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

use-freedom[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

just-trust[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

soft-viper[.]site

Raccoon Stealer  v2 C2 infrastructure

Domain Name

tech-lover[.]xyz

Raccoon Stealer v2 C2 infrastructure

Domain  Name

heal-brain[.]xyz

Raccoon Stealer  v2 C2 infrastructure

Domain Name

love-light[.]xyz

Raccoon Stealer v2 C2 infrastructure

IP  Address

104.21.80[.]14

Raccoon Stealer  v2 C2 infrastructure

IP Address

107.152.46[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

135.181.147[.]255

Raccoon Stealer  v2 C2 infrastructure

IP Address

135.181.168[.]157

Raccoon Stealer v2 C2 infrastructure

IP  Address

138.197.179[.]146

Raccoon Stealer  v2 C2 infrastructure

IP Address

141.98.169[.]33

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.170[.]100

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.170[.]175

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.170[.]98

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.173[.]33

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.173[.]72

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.19.247[.]175

Raccoon Stealer v2 C2 infrastructure

IP  Address

146.19.247[.]177

Raccoon Stealer  v2 C2 infrastructure

IP Address

146.70.125[.]95

Raccoon Stealer v2 C2 infrastructure

IP  Address

152.89.196[.]234

Raccoon Stealer  v2 C2 infrastructure

IP Address

165.225.120[.]25

Raccoon Stealer v2 C2 infrastructure

IP  Address

168.100.10[.]238

Raccoon Stealer  v2 C2 infrastructure

IP Address

168.100.11[.]23

Raccoon Stealer v2 C2 infrastructure

IP  Address

168.100.9[.]234

Raccoon Stealer  v2 C2 infrastructure

IP Address

170.75.168[.]118

Raccoon Stealer v2 C2 infrastructure

IP  Address

172.67.173[.]14

Raccoon Stealer  v2 C2 infrastructure

IP Address

172.86.75[.]189

Raccoon Stealer v2 C2 infrastructure

IP  Address

172.86.75[.]33

Raccoon Stealer  v2 C2 infrastructure

IP Address

174.138.15[.]216

Raccoon Stealer v2 C2 infrastructure

IP  Address

176.124.216[.]15

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.106.92[.]14

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.173.34[.]161

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.173.34[.]161  

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.225.17[.]198

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.225.19[.]190

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.225.19[.]229

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.53.46[.]103

Raccoon Stealer v2 C2 infrastructure

IP  Address

185.53.46[.]76

Raccoon Stealer  v2 C2 infrastructure

IP Address

185.53.46[.]77

Raccoon Stealer v2 C2 infrastructure

IP  Address

188.119.112[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

190.117.75[.]91

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.106.191[.]182

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.149.129[.]135

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.149.129[.]144

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.149.180[.]210

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.149.185[.]192

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.233.193[.]50

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]17

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]192

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]213

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]214

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]215

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.43.146[.]26

Raccoon Stealer  v2 C2 infrastructure

IP Address

193.43.146[.]45

Raccoon Stealer v2 C2 infrastructure

IP  Address

193.56.146[.]177

Raccoon Stealer  v2 C2 infrastructure

IP Address

194.180.174[.]180

Raccoon Stealer v2 C2 infrastructure

IP  Address

195.201.148[.]250

Raccoon Stealer  v2 C2 infrastructure

IP Address

206.166.251[.]156

Raccoon Stealer v2 C2 infrastructure

IP  Address

206.188.196[.]200

Raccoon Stealer  v2 C2 infrastructure

IP Address

206.53.53[.]18

Raccoon Stealer v2 C2 infrastructure

IP  Address

207.154.195[.]173

Raccoon Stealer  v2 C2 infrastructure

IP Address

213.252.244[.]2

Raccoon Stealer v2 C2 infrastructure

IP  Address

38.135.122[.]210

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.10.20[.]248

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.11.19[.]99

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]110

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.133.216[.]145

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]148

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.133.216[.]249

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.133.216[.]71

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.140.146[.]169

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.140.147[.]245

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.212[.]100

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.142.213[.]24

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.215[.]91

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.142.215[.]91  

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.142.215[.]92

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.144.29[.]18

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.144.29[.]243

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.15.156[.]11

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.15.156[.]2

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.15.156[.]31

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.15.156[.]31

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.150.67[.]156

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.153.230[.]183

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.153.230[.]228

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.159.251[.]163

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.159.251[.]164

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.61.136[.]67

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.61.138[.]162

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.67.228[.]8

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.67.231[.]202

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.67.34[.]152

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.67.34[.]234

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.144[.]187

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.144[.]54

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.144[.]55

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.145[.]174

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.145[.]83

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.8.147[.]39

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.8.147[.]79

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.84.0.152

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.86.86[.]78

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.54[.]110

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.54[.]110

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.54[.]95

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]115

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]117

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]193

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]198

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.89.55[.]20

Raccoon Stealer  v2 C2 infrastructure

IP Address

45.89.55[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

45.92.156[.]150

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]154

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.36[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]231

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.36[.]232

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.36[.]233

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.39[.]34

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.39[.]74

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.182.39[.]75

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.182.39[.]77

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.118[.]33

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.176[.]62

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]217

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]234

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]43

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]47

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.177[.]92

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.177[.]98

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.22[.]142

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.23[.]100

Raccoon Stealer v2 C2 infrastructure

IP  Address

5.252.23[.]25

Raccoon Stealer  v2 C2 infrastructure

IP Address

5.252.23[.]76

Raccoon Stealer v2 C2 infrastructure

IP  Address

51.195.166[.]175

Raccoon Stealer  v2 C2 infrastructure

IP Address

51.195.166[.]176

Raccoon Stealer v2 C2 infrastructure

IP  Address

51.195.166[.]194

Raccoon Stealer  v2 C2 infrastructure

IP Address

51.81.143[.]169

Raccoon Stealer v2 C2 infrastructure

IP  Address

62.113.255[.]110

Raccoon Stealer  v2 C2 infrastructure

IP Address

65.109.3[.]107

Raccoon Stealer v2 C2 infrastructure

IP  Address

74.119.192[.]56

Raccoon Stealer  v2 C2 infrastructure

IP Address

74.119.192[.]73

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.232.39[.]101

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.73.133[.]0

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.73.133[.]4

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.73.134[.]45

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.75.230[.]25

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.75.230[.]39

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.75.230[.]70

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.75.230[.]93

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.100[.]101

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]12

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.102[.]230

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]44

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.102[.]57

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.102[.]84

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.103[.]31

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.73[.]154

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.73[.]213

Raccoon Stealer  v2 C2 infrastructure

IP Address

77.91.73[.]32

Raccoon Stealer v2 C2 infrastructure

IP  Address

77.91.74[.]67

Raccoon Stealer  v2 C2 infrastructure

IP Address

78.159.103[.]195

Raccoon Stealer v2 C2 infrastructure

IP  Address

78.159.103[.]196

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.66.87[.]23

Raccoon Stealer v2 C2 infrastructure

IP  Address

80.66.87[.]28

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.71.157[.]112

Raccoon Stealer v2 C2 infrastructure

IP  Address

80.71.157[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

80.92.204[.]202

Raccoon Stealer v2 C2 infrastructure

IP  Address

87.121.52[.]10

Raccoon Stealer  v2 C2 infrastructure

IP Address

88.119.175[.]187

Raccoon Stealer v2 C2 infrastructure

IP  Address

89.185.85[.]53

Raccoon Stealer  v2 C2 infrastructure

IP Address

89.208.107[.]42

Raccoon Stealer v2 C2 infrastructure

IP  Address

89.39.106[.]78

Raccoon Stealer  v2 C2 infrastructure

IP Address

91.234.254[.]126

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.104[.]16

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.104[.]17

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.104[.]18

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.106[.]116

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.106[.]224

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.107[.]132

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.107[.]138

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.96[.]109

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.97[.]129

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.97[.]53

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.97[.]56

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.131.97[.]57

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.131.98[.]5

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.244[.]114

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.244[.]119

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.244[.]21

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.247[.]24

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.247[.]26

Raccoon Stealer v2 C2 infrastructure

IP  Address

94.158.247[.]30

Raccoon Stealer  v2 C2 infrastructure

IP Address

94.158.247[.]44

Raccoon Stealer v2 C2 infrastructure

IP  Address

95.216.109[.]16

Raccoon Stealer  v2 C2 infrastructure

IP Address

95.217.124[.]179

Raccoon Stealer v2 C2 infrastructure

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/mozglue.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/nss3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/freebl3.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/softokn3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/nssdbm3.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/sqlite3.dll

URI used in download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/msvcp140.dll

URI used in  download of library file

URI

/aN7jD0qO6kT5bK5bQ4eR8fE1xP7hL2vK/vcruntime140.dll

URI used in download of library file

URI

/C9S2G1K6I3G8T3X7/56296373798691245143.bin

URI used in  download of follow-up payload

URI

/O6K3E4G6N9S8S1/91787438215733789009.bin

URI used in download of follow-up  payload

URI

/Z2J8J3N2S2Z6X2V3S0B5/45637662345462341.bin

URI used in  download of follow-up payload

URI

/rgd4rgrtrje62iuty/19658963328526236.bin

URI used in download of follow-up  payload

URI

/sd325dt25ddgd523/81852849956384.bin

URI used in  download of follow-up payload

URI

/B0L1N2H4R1N5I5S6/40055385413647326168.bin

URI used in download of follow-up  payload

URI

/F5Q8W3O3O8I2A4A4B8S8/31427748106757922101.bin

URI used in  download of follow-up payload

URI

/36141266339446703039.bin

URI used in download of follow-up  payload

URI

/wH0nP0qH9eJ6aA9zH1mN/1.bin

URI used in  download of follow-up payload

URI

/K2X2R1K4C6Z3G8L0R1H0/68515718711529966786.bin

URI used in download of follow-up  payload

URI

/C3J7N6F6X3P8I0I0M/17819203282122080878.bin

URI used in  download of follow-up payload

URI

/W9H1B8P3F2J2H2K7U1Y7G5N4C0Z4B/18027641.bin

URI used in download of follow-up  payload

URI

/P2T9T1Q6P7Y5J3D2T0N0O8V/73239348388512240560937.bin

URI used in  download of follow-up payload

URI

/W5H6O5P0E4Y6P8O1B9D9G0P9Y9G4/671837571800893555497.bin

URI used in download of follow-up  payload

URI

/U8P2N0T5R0F7G2J0/898040207002934180145349.bin

URI used in  download of follow-up payload

URI

/AXEXNKPSBCKSLMPNOMNRLUEPR/3145102300913020.bin

URI used in download of follow-up  payload

URI

/wK6nO2iM9lE7pN7e/7788926473349244.bin

URI used in  download of follow-up payload

URI

/U4N9B5X5F5K2A0L4L4T5/84897964387342609301.bin

URI used in download of follow-up  payload

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
Sam Lister
Specialist Security Researcher

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Blog

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AI

/

December 22, 2025

The Year Ahead: AI Cybersecurity Trends to Watch in 2026

Default blog imageDefault blog image

Introduction: 2026 cyber trends

Each year, we ask some of our experts to step back from the day-to-day pace of incidents, vulnerabilities, and headlines to reflect on the forces reshaping the threat landscape. The goal is simple:  to identify and share the trends we believe will matter most in the year ahead, based on the real-world challenges our customers are facing, the technology and issues our R&D teams are exploring, and our observations of how both attackers and defenders are adapting.  

In 2025, we saw generative AI and early agentic systems moving from limited pilots into more widespread adoption across enterprises. Generative AI tools became embedded in SaaS products and enterprise workflows we rely on every day, AI agents gained more access to data and systems, and we saw glimpses of how threat actors can manipulate commercial AI models for attacks. At the same time, expanding cloud and SaaS ecosystems and the increasing use of automation continued to stretch traditional security assumptions.

Looking ahead to 2026, we’re already seeing the security of AI models, agents, and the identities that power them becoming a key point of tension – and opportunity -- for both attackers and defenders. Long-standing challenges and risks such as identity, trust, data integrity, and human decision-making will not disappear, but AI and automation will increase the speed and scale of the cyber risk.  

Here's what a few of our experts believe are the trends that will shape this next phase of cybersecurity, and the realities organizations should prepare for.  

Agentic AI is the next big insider risk

In 2026, organizations may experience their first large-scale security incidents driven by agentic AI behaving in unintended ways—not necessarily due to malicious intent, but because of how easily agents can be influenced. AI agents are designed to be helpful, lack judgment, and operate without understanding context or consequence. This makes them highly efficient—and highly pliable. Unlike human insiders, agentic systems do not need to be socially engineered, coerced, or bribed. They only need to be prompted creatively, misinterpret legitimate prompts, or be vulnerable to indirect prompt injection. Without strong controls around access, scope, and behavior, agents may over-share data, misroute communications, or take actions that introduce real business risk. Securing AI adoption will increasingly depend on treating agents as first-class identities—monitored, constrained, and evaluated based on behavior, not intent.

-- Nicole Carignan, SVP of Security & AI Strategy

Prompt Injection moves from theory to front-page breach

We’ll see the first major story of an indirect prompt injection attack against companies adopting AI either through an accessible chatbot or an agentic system ingesting a hidden prompt. In practice, this may result in unauthorized data exposure or unintended malicious behavior by AI systems, such as over-sharing information, misrouting communications, or acting outside their intended scope. Recent attention on this risk—particularly in the context of AI-powered browsers and additional safety layers being introduced to guide agent behavior—highlights a growing industry awareness of the challenge.  

-- Collin Chapleau, Senior Director of Security & AI Strategy

Humans are even more outpaced, but not broken

When it comes to cyber, people aren’t failing; the system is moving faster than they can. Attackers exploit the gap between human judgment and machine-speed operations. The rise of deepfakes and emotion-driven scams that we’ve seen in the last few years reduce our ability to spot the familiar human cues we’ve been taught to look out for. Fraud now spans social platforms, encrypted chat, and instant payments in minutes. Expecting humans to be the last line of defense is unrealistic.

Defense must assume human fallibility and design accordingly. Automated provenance checks, cryptographic signatures, and dual-channel verification should precede human judgment. Training still matters, but it cannot close the gap alone. In the year ahead, we need to see more of a focus on partnership: systems that absorb risk so humans make decisions in context, not under pressure.

-- Margaret Cunningham, VP of Security & AI Strategy

AI removes the attacker bottleneck—smaller organizations feel the impact

One factor that is currently preventing more companies from breaches is a bottleneck on the attacker side: there’s not enough human hacker capital. The number of human hands on a keyboard is a rate-determining factor in the threat landscape. Further advancements of AI and automation will continue to open that bottleneck. We are already seeing that. The ostrich approach of hoping that one’s own company is too obscure to be noticed by attackers will no longer work as attacker capacity increases.  

-- Max Heinemeyer, Global Field CISO

SaaS platforms become the preferred supply chain target

Attackers have learned a simple lesson: compromising SaaS platforms can have big payouts. As a result, we’ll see more targeting of commercial off-the-shelf SaaS providers, which are often highly trusted and deeply integrated into business environments. Some of these attacks may involve software with unfamiliar brand names, but their downstream impact will be significant. In 2026, expect more breaches where attackers leverage valid credentials, APIs, or misconfigurations to bypass traditional defenses entirely.

-- Nathaniel Jones, VP of Security & AI Strategy

Increased commercialization of generative AI and AI assistants in cyber attacks

One trend we’re watching closely for 2026 is the commercialization of AI-assisted cybercrime. For example, cybercrime prompt playbooks sold on the dark web—essentially copy-and-paste frameworks that show attackers how to misuse or jailbreak AI models. It’s an evolution of what we saw in 2025, where AI lowered the barrier to entry. In 2026, those techniques become productized, scalable, and much easier to reuse.  

-- Toby Lewis, Global Head of Threat Analysis

Conclusion

Taken together, these trends underscore that the core challenges of cybersecurity are not changing dramatically -- identity, trust, data, and human decision-making still sit at the core of most incidents. What is changing quickly is the environment in which these challenges play out. AI and automation are accelerating everything: how quickly attackers can scale, how widely risk is distributed, and how easily unintended behavior can create real impact. And as technology like cloud services and SaaS platforms become even more deeply integrated into businesses, the potential attack surface continues to expand.  

Predictions are not guarantees. But the patterns emerging today suggest that 2026 will be a year where securing AI becomes inseparable from securing the business itself. The organizations that prepare now—by understanding how AI is used, how it behaves, and how it can be misused—will be best positioned to adopt these technologies with confidence in the year ahead.

Learn more about how to secure AI adoption in the enterprise without compromise by registering to join our live launch webinar on February 3, 2026.  

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About the author
The Darktrace Community

Blog

/

Email

/

December 22, 2025

Why Organizations are Moving to Label-free, Behavioral DLP for Outbound Email

Default blog imageDefault blog image

Why outbound email DLP needs reinventing

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

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

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

How data loss actually happens

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

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

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

What traditional DLP approaches offer (and where gaps remain)

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

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

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

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

1) Label-free (vs. data classification)

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

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

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

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

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

3) Proprietary DSLM (vs. generic LLM)

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

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

The Darktrace approach to DLP

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

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

A buyer’s checklist for DLP solutions

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

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

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

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

[related-resource]

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About the author
Carlos Gray
Senior Product Marketing Manager, Email
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