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Trust, Verify, Protect: Modernizing Email Security for the Cloud Report: Social Engineering Remains a Central Part of AI-assisted Attacks ClickFix Social Engineering is Now the Leading Malware Delivery Method CyberheistNews Vol 16 #28 Your 2026 Phishing by Industry Benchmarks: The Findings on Human Risk Scammers Can Use AI Tools to Pinpoint Your Location Based on a Photo Report: Attackers Are Using AI to Automate Social Engineering Your KnowBe4 Fresh Compliance Plus Content Updates from June 2026 From Awareness to Digital Workforce Security Your KnowBe4 Fresh Content Updates from June 2026 Threat Actor Uses Phishing to Breach Orgs for Ransomware Gangs Invoice Phishing Attacks Are Abusing the Shop App Phishing Campaign Impersonates Interpol to Deliver Ransomware Prompt Injection and the Rise of Agentic Risk Hyper-Targeted Social Engineering Needs Real-Time Video Response Your Email is Protected. Is Your Teams Chat? CyberheistNews Vol 16 #27 [HOW TO] Your Cybersecurity Starts at Home on World Social Media Day 2026 Phishing by Industry Benchmarking Report: Findings on Human Risk Static DLP Is Leaving You in the Dark: Why It’s Time for Intelligent, Self-Serve Outbound DLP and Misdirected Content Analysis INC Ransomware Gang Targets the Legal Sector 5 Essential Cybersecurity Defenses for Cloud Email Security Cybercriminals Are Targeting the FIFA World Cup 2026 Why Bite-Sized Security Awareness Training Matters in an Age of TikTok and Digital Distraction Happy 3rd Birthday to Our KnowBe4 Community! Phishing Exposes Employee Data at 86% of Fortune 100 Companies Shadow AI Is Not Shadow IT With a Better Marketing Budget CyberheistNews Vol 16 #26 A New Extortion Scam Uses IT Impersonation to Breach Organizations Cybersecurity Starts At Home This World Social Media Day FTC Report: Americans Lost $3.5 Billion to Imposter Scams Last Year Report: Device Code Phishing is Surging Report: Online Shoppers Increasingly Ignore Scam Warning Signs Security Training Needs Google Maps, Not Christopher Columbus Turn Account Takeover Into Real-Time Security Coaching Extortion Gang Sends In-Person Attackers to Exfiltrate Data Attackers aren’t loyal to any collaboration channel CyberheistNews Vol 16 #25 [The AI Tell] How To Expose Machine-Written Phishing Fast Social Engineering Attacks Abuse Workplace Collaboration Tools New Extortion Brand Uses IT Impersonation to Breach Organizations APWG Report: Social Media Phishing is Surging Cybersecurity Awareness Training for AI: Key Focus Areas Americans Lost $900 Million to AI-Powered Scams Last Year What AI Can’t Hide When It Writes a Phishing Email Your AI Agents Are Eager to Please And Easy to Exploit From 1% to 26%: How AIDA Orchestration Fixes the Remedial Training Gap Best AI Agent Security Tools for SMB and Enterprise in 2026 4 Hot Summer Travel Tips To Avoid Scams CyberheistNews Vol 16 #24 [FBI Alert] Lock Down Your Microsoft 365 Device Code Flows Now The Role of Agentic AI in Phishing Security Training A Credit Score for Cyber Behavior Agentic AI Security in 2026: What to Know How to Secure AI Agents: 4 Best Practices An Overview of Email Compliance Regulations and Reporting Report: AI-Assisted Fraud is Surging Attackers Use Spoofed ChatGPT Site to Deliver Malware I Love Device-Bound Session Credentials, But They Are Still Phishable and Hackable Nearly Two-Thirds of CEOs Cite Cyberattacks as Their Top Concern A Look at Spam vs. Phishing: 4 Key Differences KnowBe4 Wins Multiple 2026 TrustRadius Top Rated Awards Cyber Insurance for Mid‑Market Organizations in Southeast Asia KnowBe4 Earns Multiple 2026 Buyer's Choice Awards from TrustRadius The New Frontier: Securing Japan’s Hybrid Digital Workforce (2026 & Beyond) CyberheistNews Vol 16 #23 Now Phishing Attacks Use Real Hotel Reservations to Target Travelers Report: AI-Enabled Social Engineering Attacks Are on the Rise Your KnowBe4 Fresh Compliance Plus Content Updates from May 2026 FBI: Kali365 Phishing Kit is Targeting Microsoft 365 Accounts KB4-CON - AI Is Everything How to Secure AI Adoption In Your Organization Your KnowBe4 Fresh Content Updates from May 2026 The Silent Invitation: A Deep Dive into Calendar Invite Phishing Cyber Insurance for Mid‑Market Organizations in Southeast Asia Chinese-Language Phishing Kits Are Growing More Advanced Phishing Attacks Are Using Real Hotel Reservation Info to Target Travelers Warning: Scammers are Exploiting Geopolitical Unrest Athletes Are Increasingly Targeted by Social Engineering Attacks AI Agent Governance Part 3 - Runtime Governance: The Hidden Performance Cost of Agentic AI AI Agent Governance Part 2 - What Good Looks Like: Governing AI Agents in Practice 8 Ways to Reduce False Positives in Email Security My Favorite 5 KnowBe4 Agents Perry Carpenter KB4-CON 2026 Q&A: Deepfakes & Deception Free Gift Fallacy: How Attackers Harvest Credit Cards via Fake Surveys When Global Conflict Becomes a Cyber Weapon: How Iran Tensions and Other Stressful Events Fuel Social Engineering Attacks CyberheistNews Vol 16 #21 [Heads Up] GitHub Breach Shows Developer Tools Are Social Engineering Targets Alert: Extortion Groups Are Using Phishing Kits to Automate Their Attacks Beyond the Chatbot: Why Your AI Agents are Your Newest (and Most Vulnerable) Colleagues Report: Adversarial Use of AI is Evolving
Ransomware Attacks Drive a Surge in Cyber Insurance Claims
KnowBe4 Team · 2026-05-29 · via Human Risk Management Blog

Cyber insurance claims surged by 40% over the past eighteen months, while ransomware payments have dropped by 44%, according to a new report from Cowbell Cyber. The three most common incident types were data breaches, cybercrime (including phishing and business email compromise), and extortion attacks (including ransomware).

“US cyber insurance premiums declined for the first time to $9.14B, while claims rose 40%, signaling increased loss activity despite reduced premium volume,” the report says. “This signals a more active risk environment, even as pricing adjusts. Ransomware remains a consistent part of that landscape, representing 19% of Cowbell claims between 2022 and 2025. At the same time, average ransom payments have decreased by approximately 44%, reflecting stronger negotiation strategies and more effective claims handling.”

Social engineering remains the most effective initial access vector, with AI tools amplifying the potency of these threats.

“Human error and manipulations prevail as the most common entry point for threat actors,” the report says. “Based on 2025 APWG data identifying approximately 3.8 million phishing attacks globally, phishing and spoofing remain the most prevalent cyber threats, underscoring the need for strong employee awareness, email security, and proactive threat detection as critical first lines of defense. Often delivered at scale and designed to appear credible, threat actors continue to refine these scam tactics using AI, making messages more convincing and harder to detect.”

The researchers add, “Variants of phishing, like smishing (text messages) or vishing (phone calls) expand these risks across channels. These tactics are designed to exploit trust and create a sense of urgency to bypass security protocols. Practical defenses like multi-factor authentication (MFA), employee training, and rapid response remain some of the most effective ways to reduce exposure.”

Risk & Insurance has the story: Ransom Payments Drop 44% Even as Cyber Claims Surge, Cowbell Reports