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Cybersecurity in the Age of Ransomware. It’s More Than Simply Having Insurance.

Cyber Threats

Combating Ransomware

In many ways, cybersecurity insurance is not so different from car or home insurance. In short, it’s a way to transfer risk. If a cyber incident occurs, insurance can help organizations gain a level of mitigating control and recoup costs, whether they come from direct damages, lawsuits, fines, or breach notification expenses. 

Although cybersecurity insurance has been around a while, the industry has had to evolve with the threat landscape — and the advent of ransomware changed everything.  

In the early 2000s, cyber insurance policies required little more than a simple questionnaire for underwriting and typically only offered coverage in the event of a breach of customer or other sensitive data. If a company lost someone’s personal data and was required to notify them, the policy would cover related expenses. While notifications have been known to get pricey, sometimes costing hundreds of thousands of dollars, the expense is nothing when compared to that of today’s ransomware threat. 

Cybercriminals take the path of least resistance 

Today, cybercriminals don’t want credit card numbers. They don’t even really want companies’ data. In fact, one day, they began to think, “What if I don’t move data? What if I leave it right where it is, but encrypt it and demand a ransom?” 

  1. It’s simpler. Cybercriminals know that companies need their data to survive — however, data theft is a complex process that requires sophisticated skills. Not only do the bad guys have to know how to break in and find the right data, but they also need to know how to remove it. It’s far easier to hold sensitive data for ransom than to try to exfiltrate and monetize it. And now with ransomware as a service (RaaS), anyone can buy ransomware on the web — no sophisticated skills required.

  2. Easy prey. What’s also made ransomware so disruptive is its impact on smaller companies. Often, they are easier to breach, can’t restore their systems, and thus, have no choice but to pay ransoms.

  3. Reduced risk. With the dawn of digital currency, the bad guys no longer had to meet at a graveyard with a hostage in a car trunk in the hopes of pulling off a successful “exchange.” By removing physical boundaries, enabling anonymity, simplifying the payment process, cryptocurrency has helped ransomware become the US$6 trillion business it is today. Now, all the bad guys have to say is, “Pay up or else.” Or else, they’ll continue to deny you access to your data. Or else they’ll publish it on the Dark Web.

Is cyber insurance making companies more secure? 

Gone are the days of answering five questions on a cybersecurity insurance application. In fact, there are major carriers that won’t even provide a quote unless a business can verify it uses multifactor authentication (MFA) for all remote access, has offline backups, and has a cybersecurity program. These are now must-haves.  

This greater scrutiny surrounding the application process is forcing companies of all sizes to build formalized security programs that can identify and address risks. For instance, what’s the likelihood of an employee clicking on an email or link that enables malware to run across the environment and encrypt everything, including backups?  

While there’s no way to eliminate all risks, there are ways to make it harder for the bad guys to succeed. In addition to using MFA for all remote access and administrative tasks and having offline copies of backups that are disconnected from the domain, it’s important to:

  • Have — and practice — both incident response and business continuity plans in place.

  • Implement a behavior-based endpoint detection and response (EDR) solution for serious security monitoring that can stop ransomware.

  • Educate employees. This means having more than a quarterly newsletter on security and rather, getting into the guts of the company culture and tapping into the quality-conscious mindset to ensure that security becomes another aspect of product quality. Everyone needs to understand that if a product isn’t secure, it isn’t a quality product.

In other words, the more you can do to prove you’re a good driver, the more likely an insurance company will be to grant you a policy.

What is the future of cyber insurance?

Ransomware was the first systemic risk that was cross border and cross sector. It shook up the cyber insurance market because companies couldn’t hedge their bet in one area of risk around the world in one sector because everybody was getting hit. Today, insurance companies have been able to level set and now play a critical role not only in helping to transfer some of the risks that companies have, but also in helping to identify best practices that, when implemented by the companies, will ultimately reduce risk.

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Top 9 Security Controls for SMBs

In today’s complex cyber threat landscape, small and medium-sized businesses (SMBs) should implement a layered, multi-pronged approach to security. Here are some proven, effective controls to consider:

1.        Implement MFA for All Users
Multi-factor authentication (MFA) is an effective and accessible way to protect sensitive data, comply with regulatory standards, and prevent unauthorized access to critical systems. By ensuring that users not only use a password but also a secure token, an organization can significantly reduce phishing attempts, credential stuffing attacks, and ransomware incidents. MFA should be enabled for email, VPN, and critical system access.

2.        Update Patch Management Programs
A modern patching program should include policies and mechanisms to manage software updates in a timely manner. Patching efforts should address not just operating system updates, but also commonly utilized software within the environment. An active patching plan aims to reduce the mean time to patch and provide metrics on existing patch efforts. In the event of a high-severity vulnerability, a mature patching program should also be able to identify the risks and exposure for a given set of systems based on the average time to patch. This helps stakeholders make informed decisions when a new exploit is released.

3.        Leverage a Properly Managed Endpoint Detection and Response (EDR) Tool
With real-time threat detection and advanced visibility, endpoint detection and response (EDR) solutions can enhance an organization’s ability to detect and investigate potential malicious activity, including ransomware, lateral movement, fileless attacks, and more. Effective management of EDR should include proper configuration, regular agent updates, and established procedures for responding to alerts.

4.        Enhance EDR with Frontline Incident Intelligence
While EDR solutions are an important component of a security program, threat actors are continually adapting their techniques to evade detection, and as a result, standard detection methods may not always identify emerging threats or novel attack behaviors. To strengthen protection, organizations can supplement EDR tools with custom detection rules informed by incident response data. These rules can help identify indicators of compromise observed during cyber incidents, providing an additional layer of visibility beyond traditional detections.

Arete Bloktd℠ illustrates this approach by transforming threat intelligence and malware analysis into curated detection rules for EDR tools. Applying frontline intelligence to security tools can result in earlier detection, less investigative burden, and a more confident response. 

5.        Create and Continuously Test an Incident Response (IR) Plan
An incident response plan can help an organization effectively identify, respond to, and recover from a cybersecurity incident while minimizing disruption and downtime. An IR plan defines clear roles, escalation paths, communication strategies, and decision frameworks for both internal and external teams. To be effective, these plans should be regularly tested with post-incident reviews or tabletop exercises involving key stakeholders.

6.        Maintain Encrypted and Tested Data Backups
In the case of a cyberattack, backups can help organizations maintain business continuity, support ransom negotiations with threat actors, and contribute to a timely and successful recovery. Encrypting backups makes it more difficult for threat actors to access or alter them, and regular testing ensures they remain accessible during a security incident.

7.        Conduct Employee Security Awareness Training
Human error is a leading cause of cybersecurity incidents, and an organization’s employees are its first line of defense against cyber threats. Security awareness training reinforces the importance of data confidentiality, supports regulatory compliance, and helps employees recognize and understand red flags such as suspicious emails, malicious links, and social engineering attempts.

8.        Assess and Address Existing Risk and Vulnerabilities
To maintain a proactive approach to risk management and improve resilience, organizations should regularly assess existing vulnerabilities through expert-led Vulnerability Assessments, Penetration Testing, and Threat Hunting Assessments. These exercises can help identify security gaps, support regulatory compliance, and prevent potential incidents. During remediation, prioritize high-impact vulnerabilities and make a plan for periodic assessments.

9.        Apply Least-Privilege Access Controls
Employees should have access only to the systems, applications, and data necessary to perform their jobs. By removing unnecessary administrative privileges and regularly reviewing user permissions, organizations can reduce the risk of unauthorized access and limit the damage caused by compromised accounts or insider threats.

Organizations should regularly review their cybersecurity programs, stay informed about emerging threats, and evaluate whether their security controls are adapting to the evolving threat landscape.

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Ransomware Trends & Data Insights: August 2026

Although INC Ransom was the most active ransomware threat group observed in August 2026, overall activity remained relatively distributed across the threat landscape, with approximately 30 unique ransomware and extortion groups, including both established and newly emerged actors, observed during the month. Alongside INC Ransom, Storm, DragonForce, Qilin, and The Gentlemen were among the top five most active threat groups, underscoring the continued diversity and competitiveness of the ransomware ecosystem.

Figure 1. Activity from the top 5 threat groups in August 2026 

Throughout the month, analysts at Arete identified several trends behind the threat actors perpetrating cybercrime activities: 

  • August 2026 was a significant month for the emergence of new threat actors, with Arete identifying several previously untracked ransomware groups, including Storm, Dark Project, DireWolf, Morpheus, Orova, Spirals, Wallstreet Team, and Zawoo Team. This trend underscores the ongoing evolution of the threat landscape and the low barriers to entry for new cybercriminal operations. 

  • Arete observed a continued use of AI-enabled capabilities across the ransomware ecosystem during August. Similar to Fulcrumsec and Setra, the newly emerged Zawoo Team appears to leverage AI-assisted analysis of stolen data, publishing highly structured and detailed victim assessments on its data leak site (DLS). Additionally, both the Aurora and Storm ransomware groups have been observed utilizing AI-driven or AI-assisted chat representatives during victim communications. These developments suggest that threat actors are increasingly incorporating AI to enhance data analysis, automate victim engagement, and improve the effectiveness and scalability of extortion operations. 

  • In August, Arete also observed that despite sustained law enforcement disruption efforts, LockBit continues to demonstrate operational resilience, likely through the expansion of its affiliate ecosystem and the evolution of its tactics. Recent activity indicates an increased reliance on data theft and exfiltration-only operations, with observed victimology suggesting a notable focus on organizations within the financial sector. 

Sources

  • Arete Internal

Report

Arete's H1 2026 Crimeware Report

Explore intelligence and operational data from the frontlines of ransomware and extortion response as we detail the most significant trends and developments in the cyber threat landscape in the first half (H1) of 2026.

Article

WinRAR Path-Traversal Vulnerability Exploited in Ransomware Attacks

CISA has warned that CVE-2025-8088, a path-traversal vulnerability in WinRAR, is being exploited in ransomware attacks. The vulnerability allows attackers to use specially crafted archive files to place malicious executables in locations such as the Windows Startup folder, enabling code execution when the system restarts. WinRAR addressed this vulnerability in version 7.13, but exploitation has continued due to challenges in updating the software. CISA's updated KEV entry now specifically identifies the vulnerability as being used in ransomware attacks. 

What’s Notable and Unique

  • The vulnerability was initially exploited as a zero-day by the Russia-linked RomCom group, enabling malware execution at user logon and supporting credential theft, cyberespionage, and ransomware-related activities.

  • CVE-2025-8088 continues to be actively exploited by both government-backed and financially motivated threat actors. Observed campaigns have been attributed to Russian- and Chinese-linked groups targeting several organizations.

  • Phishing campaigns leveraging weaponized RAR attachments exploited CVE-2025-8088 to silently place malicious payloads in autorun locations using directory traversal and Alternate Data Streams (ADS). 

  • The widespread exploitation of CVE-2025-8088 highlights strong demand for effective WinRAR exploits, with multiple underground vendors previously supplying exploit capabilities to a diverse range of threat actors. One such vendor, zeroplayer, advertised a WinRAR exploit in July 2025. 

Analyst Comments

Organizations should immediately upgrade WinRAR to version 7.13 or later and conduct an enterprise-wide inventory to identify unmanaged installations. Given that WinRAR lacks automatic updates, Group Policy support, and integration with common enterprise patch management platforms, manual verification and remediation may be required to ensure all vulnerable instances are addressed. Security teams should also enhance defenses against archive-based phishing attacks by blocking or scrutinizing unsolicited compressed files, monitoring for suspicious file creation in Windows Startup directories, and detecting abuse of ADS. With CISA now linking CVE-2025-8088 to ransomware activity, organizations should treat remediation as a high priority and actively monitor for indicators of WinRAR-based exploitation across their environments.

Sources

  • CISA Adds Three Known Exploited Vulnerabilities to Catalog

  • WinRAR vulnerability being exploited in ransomware attacks, CISA warns