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December 7, 2021

Conti Ransomware Strategies in Modern Cybercrime

Uncover the strategies behind the Conti ransomware gang's double extortion methods and what it means for businesses facing cyber threats.
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
Justin Fier
SVP, Red Team Operations
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07
Dec 2021

In a previous blog, we outlined how the Ryuk ransomware strain developed by Russian hacking group ‘Wizard Spider’ has fallen into the hands of small-time cyber criminals.

Wizard Spider – who allegedly operate with support from the Russian government and remain under investigation by the FBI and Interpol – adopted Ryuk ransomware’s successor ‘Conti’ in 2020. Conti affects all Windows operating systems and has been involved in more than 400 incidents. Wizard Spider were soon rebranded in cyber press as the ‘Conti Ransomware Gang’, though the group does not necessarily see itself as a ‘gang’. It prefers to present itself as a business.

The ransomware bubble

Ransomware has become a multibillion-dollar industry – and the Conti Ransomware Gang reportedly made up 15% of it in 2020. With this scale of income, groups like Conti find themselves adopting some crude imitations of legitimate business practice. This corporate mimicry dictates that their victims be called ‘customers’, their extortion attempts ‘negotiations’ and their criminal peers ‘affiliates’. They even publish ‘press releases’ via a dedicated Dark Web site.

The gang’s Ransomware-as-a-Service ‘business model’ consists of employing affiliates, training them in Conti ransomware’s deployment and management, and then taking 30% of the profits themselves. With exact profits known only to the malware writers and not the affiliates, however, the percentage Conti takes is often much higher than the 30% they claim.

There may not be checks and regulations in place to address fraud in the cyber underworld, but one business complication which Conti have not been able to escape is that of the disgruntled employee.

Unhappy with the malpractice of their superiors, an underpaid affiliate leaked the Conti Ransomware Gang’s training materials and the IP addresses for their Cobalt Strike C2 servers in August 2021, declaring, “they recruit suckers and divide the money among themselves”.

Meanwhile, the US Government has also been taking action to try to disrupt the profit margins of groups like the Conti Ransomware Gang, going as far as to impose sanctions on cryptocurrency exchanges seen as facilitating ransomware transactions. However, leaks and legislation have proved far from fatal for Conti.

The reality is that these actions have not lost the Conti Ransomware Gang any of its so-called “customers”, and where there are customers there is profit. Any individual or organization entrusting their cyber security to conventional, rules-based measures is in their target market.

Darktrace’s AI recently detected a Conti attack conducted along the lines of one of the methods outlined in the August leak. The target organization – a US transportation company – was trialing Darktrace but, without Darktrace’s Autonomous Response set in active mode, the attack was allowed to go ahead. In examining how it progressed, however, it should become clear not only how threatening double extortion ransomware attacks like this one can be, but also how effectively they can be stopped by Darktrace at each stage of the attack.

Figure 1: Timeline of the attack

Conti Ransomware Gang diversifies the ransomware playbook

A single uninstalled Microsoft patch had left the target organization with dangerous ProxyShell vulnerabilities. Conti exploited these vulnerabilities, quickly gaining the rights to remotely execute Exchange PowerShell commands on the company’s server and steadily broadened its presence within the digital environment. This is a relatively new approach for the Conti Ransomware Gang, who previously relied upon phishing attacks and firewall exploits. By diversifying its approach, it stays ahead of patches and intelligence.

Two weeks after the initial breach, C2 connections were made to an unusual endpoint located in Finland using an SSL client which appeared innocuous but was 100% rare for the organization. Had Autonomous Response been set in active mode, Darktrace would have shut the connections down at this very early stage.

The IP address of this suspicious endpoint has since been identified as a Conti IoC (Indicator of Compromise), allowing it to be incorporated into rules-based security solutions. This would have done little good for the company in question, however, which was breached weeks before this intelligence was made available.

As Conti continued to conduct internal reconnaissance and move laterally through the company’s digital environment, Darktrace detected further unusual activity. The suspicious Finnish endpoint then employed new ‘Living off the Land’ techniques, installing the usually legitimate tools AnyDesk and Cobalt Strike onto various parts of the environment.

A series of SSL connections were made to AnyDesk endpoints and external hosts, one of which lasted 95 hours, indicating an active remote session conducted by one of Conti’s affiliates. At this stage, Darktrace had 10 distinct reasons to suspect an imminent attack.

Conti News: Closing the deal with double extortion ransomware

Double extortion has become the Conti Ransomware Gang’s new favourite sales tactic. If you refuse to pay its ransom, Conti will not only take your most important files from you, but also exfiltrate and publish them using its dedicated ‘Conti News’ website, or sell them directly to your competitors.

Having expanded their reach across the transport company’s network, the Conti affiliate began rapidly exfiltrating large quantities of company data to Conti’s preferred cloud storage site, MEGA. Over four days, more than 3TB of data was uploaded, and then encrypted.

To avoid detection by a human security team, encryption was launched at close to midnight – Conti’s ‘business’ does not respect business hours. When the company’s security team returned to work the next day, they were met with a ransom note.

This attack was able to progress because Darktrace was only being trialed at this stage and was therefore allowed to detect threats but not to take action against them. With Autonomous Response employed in active mode, this ransomware attack would have ended in the very early stages, when Darktrace detected its first suspicious connections.

Nonetheless, the Cyber AI Analyst was able to investigate and connect the dots of the attack automatically, making the organization’s remediation efforts drastically quicker and easier than they would have been without even this partial Darktrace deployment.

Figure 2: Cyber AI Analyst generated this incident report following the initiation of data exfiltration

How the Conti Ransomware Gang evades cyber intelligence

Security systems that rely on human intelligence to detect threats fit Conti’s ideal customer profile perfectly. By adapting and diversifying their approach, moving from Ryuk to Conti, and from spear phishing and firewall exploits to this new ProxyShell approach, Conti stay ahead of regulations and hold on to their vulnerable customer base.

Even if the Conti Ransomware Gang is brought down by leaks or legislation, other groups will rise to fill the gap in the market, eager for their own cut of the illicit gains. If these groups are to be truly stopped, they must be made unprofitable.

The US government has tried to do this by imposing fines upon ransom payers, but companies still often consider the losses involved in not recovering their data too great. As I have argued previously, ‘to pay or not to pay,’ is not the question we should be asking.

If you’re deciding whether to pay or not to pay, you’re already too far down the line. Darktrace stops groups like Conti at the first encounter. As this case has shown, Darktrace’s Self-Learning AI is able to identify threats weeks before human analysts and threat intelligence can do the same, and neutralize them at every stage of an attack with Autonomous Response.

Thanks to Darktrace analyst Sam Lister for his insights on the above threat find.

Darktrace model detections:

  • Device / Long Agent Connection to New Endpoint
  • Device / ICMP Address Scan
  • Anomalous Connection / SMB Enumeration
  • Anomalous Server Activity / Outgoing from Server
  • Compromise / Beacon to Young Endpoint
  • Anomalous Server Activity / Rare External from Server
  • Compromise / Fast Beaconing to DGA
  • Compromise / SSL or HTTP Beacon
  • Compromise / Sustained SSL or HTTP Increase
  • Compromise / Beacon for 4 Days
  • Anomalous Connection / Multiple HTTP POSTs to Rare Hostname
  • Unusual Activity / Enhanced Unusual External Data Transfer
  • Anomalous Connection / Data Sent to Rare Domain
  • Anomalous Connection / Uncommon 1 GiB Outbound
  • Compliance / SMB Drive Write
  • Anomalous File / Internal / Additional Extension Appended to SMB File
  • Anomalous Connection / Suspicious Read Write Ratio
  • Anomalous Connection / Suspicious Read Write Ratio and Unusual SMB
  • Anomalous Connection / Sustained MIME Type Conversion
  • Unusual Activity / Anomalous SMB Move & Write
  • Unusual Activity / Unusual Internal Data Volume as Client or Server
  • Device / Suspicious File Writes to Multiple Hidden SMB Shares
  • Compromise / Ransomware / Suspicious SMB Activity
  • Anomalous File / Internal / Unusual SMB Script Write
  • Anomalous File / Internal / Masqueraded Executable SMB Write
  • Device / SMB Lateral Movement
  • Device / Multiple Lateral Movement Model Breaches

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
Justin Fier
SVP, Red Team Operations

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April 28, 2026

State of AI Cybersecurity 2026: 87% of security professionals are seeing more AI-driven threats, but few feel ready to stop them

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The findings in this blog are taken from Darktrace’s annual State of AI Cybersecurity Report 2026.

In part 1 of this blog series, we explored how AI is remaking the attack surface, with new tools, models, agents — and vulnerabilities — popping up just about everywhere. Now embedded in workflows across the enterprise, and often with far-reaching access to sensitive data, AI systems are quickly becoming a favorite target of cyber threat actors.

Among bad actors, though, AI is more often used as a tool than a target. Nearly 62% of organizations  experienced a social engineering attack involving a deepfake, or an incident in which bad actors used AI-generated video or audio to try to trick a biometric authentication system, compared to 32% that reported an AI prompt injection attack.

In the hands of attackers, AI can do many things. It’s being used across the entire kill chain: to supercharge reconnaissance, personalize phishing, accelerate lateral movement, and automate data exfiltration. Evidence from Anthropic demonstrates that threat actors have harnessed AI to orchestrate an entire cyber espionage campaign from end to end, allegedly running it with minimal human involvement.

CISOs inhabit a world where these increasingly sophisticated attacks are ubiquitous. Naturally, combatting AI-powered threats is top of mind among security professionals, but many worry about whether their capabilities are up to the challenge.

AI-powered threats at scale: no longer hypothetical

AI-driven threats share signature characteristics. They operate at speed and scale. Automated tools can probe multiple attack paths, search for multiple vulnerabilities and send out a barrage of phishing emails, all within seconds. The ability to attack everywhere at once, at a pace that no human operator could sustain, is the hallmark of an AI-powered threat. AI-powered threats are also dynamic. They can adapt their behavior to spread across a network more efficiently or rewrite their own code to evade detection.

Security teams are seeing the signs that they’re fighting AI-powered threats at every stage of the kill chain, and the sophistication of these threats is testing their resolve and their resources.

  • 73% say that AI-powered cyber threats are having a significant impact on their organization
  • 92% agree that these threats are forcing them to upgrade their defenses
  • 87% agree that AI is significantly increasing the sophistication and success rate of malware
  • 87% say AI is significantly increasing the workload of their security operations team

These teams now confront a challenge unlike anything they’ve seen before in their careers, and the risks are compounding across workflows, tools, data, and identities. It’s no surprise that 66% of security professionals say their role is more stressful today than it was five years ago, or that 47% report feeling overwhelmed at work.

Up all night: Security professionals’ worry list is long

Traditional security methods were never built to handle the complexity and subtlety of AI-driven behavior. Working in the trenches, defenders have deep firsthand experience of how difficult it can be to detect and stop AI-assisted threats.

Increasingly effective social engineering attacks are among their top concerns. 50% of security leaders mentioned hyper-personalized phishing campaigns as one of their biggest worries, while 40% voiced apprehension about deepfake voice fraud. These concerns are legitimate: AI-generated phishing emails are increasingly tailored to individual organizations, business activities, or individuals. Gone are the telltale signs – like grammar or spelling mistakes – that once distinguished malicious communications. Notably, 33% of the malicious emails Darktrace observed in 2025 contained over 1,000 characters, indicating probable LLM usage.

Security leaders also worry about how bad actors can leverage AI to make attacks even faster and more dynamic. 45% listed automated vulnerability scanning and exploit chaining among their biggest concerns, while 40% mentioned adaptive malware.

Confidence is lacking

Protecting against AI demands capabilities that many organizations have not yet built. It requires interpreting new indicators, uncovering the subtle intent within interactions, and recognizing when AI behavior – human or machine – could be suspicious. Leaders know that their current tools aren’t prepared for this. Nearly half don’t feel confident in their ability to defend against AI-powered attacks.

We’ve asked participants in our survey about their confidence for the last three years now. In 2024, 60% said their organizations were not adequately prepared to defend against AI-driven threats. Last year, that percentage shrunk to 45%, a possible indicator that security programs were making progress. Since then, however, the progress has apparently stalled. 46% of security leaders now feel inadequately prepared to protect their organizations amidst the current threat landscape.

Some of these differences are accentuated across different cultures. Respondents in Japan are far less confident (77% say they are not adequately prepared) than respondents in Brazil (where only 21% don’t feel prepared).

Where security programs are falling short

It’s no longer the case that cybersecurity is overlooked or underfunded by executive leadership. Across industries, management recognizes that AI-powered threats are a growing problem, and insufficient budget is near the bottom of most CISO’s list of reasons that they struggle to defend against AI-powered threats.  

It’s the things that money can’t buy – experience, knowledge, and confidence – that are holding programs back. Near the top of the list of inhibitors that survey participants mention is “insufficient knowledge or use of AI-driven countermeasures.” As bad actors embrace AI technologies en masse, this challenge is coming into clearer focus: attack-centric security tools, which rely on static rules, signatures, and historical attack patterns, were never designed to handle the complexity and subtlety of AI-driven attacks. These challenges feel new to security teams, but they are the core problems Darktrace was built to solve.  

Our Self-Learning AI develops a deep understanding of what “normal” looks like for your organization –including unique traffic patterns, end user habits, application and device profiles – so that it can detect and stop novel, dynamic threats at the first encounter. By focusing on learning the business, rather than the attack, our AI can keep pace with AI-powered threats as they evolve.

Explore the full State of AI Cybersecurity 2026 report for deeper insights into how security leaders are responding to AI-driven risks.

Learn more about securing AI in your enterprise.

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April 24, 2026

Email-Borne Cyber Risk: A Core Challenge for the CISO in the Age of Volume and Sophistication

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The challenge for CISOs

Despite continuous advances in security technologies, humans continue to be exploited by attackers. Credential abuse and social actions like phishing are major factors, accounting for around 60% of all breaches. These attacks rely less on technical vulnerabilities and more on exploiting human behavior and organizational processes. 

From my perspective as a former CISO, protecting humans concentrates three of today’s most pressing challenges: the sheer volume of email-based threats, their increasing sophistication, and the limitations of traditional employee awareness programs in moving the needle on risk. 

My personal experience of security awareness training as a CISO

With over 20 years’ experience as an ICT and Cybersecurity leader across various international organizations, I’ve seen security awareness training (SAT) in many guises. And while the cyber landscape is evolving in every direction, the effectiveness of SAT is reaching a plateau.  

Most programs I’ve seen follow a familiar pattern. Training is delivered through a combination of eLearning modules and internal sessions designed to reinforce IT policies. Employees are typically required to complete a slide deck or video, followed by a multiple-choice quiz. Occasional phishing simulations are distributed throughout the year.

The content is often static and unpersonalized, based on known threats that may already be outdated. Every employee regardless of role or risk exposure receives the same training and the same simulated phishing templates, from front-desk staff to the CEO.

The problem with traditional SAT programs

The issue with the approach to SAT outlined above is that the distribution of power is imbalanced. Humans will always be fallible, particularly when faced with increasingly sophisticated attacks. Providing generic, low-context training risks creating false confidence rather than genuine resilience. Let’s look at some of the problems in detail.

Timing and delivery

Employees today operate under constant cognitive load, making lots of rapid decisions every day to reduce their email volumes. Yet if employees are completing training annually, or on an ad hoc basis, it becomes a standalone occurrence rather than a continuous habit.  

As a result, retention is low. Employees often forget the lessons within weeks, a phenomenon known as the ‘Ebbinghaus Forgetting Curve.’

The graph illustrates that when you first learn something, the information disappears at an exponential rate without retention. In fact, according to the curve, you forget 50% of all new information within a day, and 90% of all new information within a week.  

Simultaneously, most training is conducted within a separate interface. Because it takes place away from the actual moment of decision-making, the "teachable moment" is lost. There is a cognitive disconnect between the action (clicking a link in Outlook) and the education (watching a video in a browser). 

People

In the context of professional risk management, the risks faced by different users are different. Static learning such as everyone receiving the same ‘Password Reset’ email doesn’t help users prepare for the specific threats they are likely to face. It also contributes to user fatigue, driven by repetitive training. And if users receive tests at the same time, news spreads among colleagues, hurting the efficacy of the test.  

Staff turnover introduces further risk. In many organizations, new employees gain access to systems before receiving meaningful training, reducing onboarding to little more than policy acknowledgment.

Measuring success

In my experience, solutions are standalone, without any correlation to other tools in the security stack. In some cases, the programs are delivered by HR rather than the security team, creating a complete silo.  

As a result, SAT is often perceived as a compliance exercise rather than a capability building function. The result is that poor-quality training does little to reduce the likelihood of compromise, regardless of completion rates or quiz performance.

What a modern SAT solution should look like

For today’s CISO, email represents the convergence point of high-volume, high-impact, and human-centric threats. Despite significant security investments, it remains one of the most difficult channels to secure effectively. Given these constraints, CISOs must evolve their approach to SAT.

Success lies in a balanced strategy one that combines advanced technology, attack surface reduction, and pragmatic user enablement, without over-relying on human vigilance as the final line of defense.

This means moving beyond traditional SAT toward continuous, contextual awareness, realistic simulations, and tight integration with security outcomes.

Three requirements for a modern SAT solution

  • Invisible protection: The optimum security solution is one that assists users without impeding their experience. The objective is to enhance human capabilities, rather than simply delivering a lecture. 
  • Real-time feedback: Rather than a monthly quiz, the ideal system would provide a prompt or warning when a user is about to engage with something suspicious. 
  • Positive culture: Shifting the focus away from a "gotcha" culture, which is a contributing factor to a resentment, and instead empowers employees to serve as "sensors" for the company. 

Discover how personalized security coaching can strengthen your human layer and make your email defenses more resilient. Explore Darktrace / Adaptive Human Defense.

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About the author
Karim Benslimane
VP, Field CISO
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