Cowbell Connectors Strengthen Inside-Out Cybersecurity Strategy
Cowbell, a provider of cyber insurance for SMEs and middle-market businesses, has expanded its Cowbell Connectors. The platform now offers over 30 integrations with top cloud and security providers. This move bolsters Cowbell’s inside-out cybersecurity approach. For the non-experts, inside-out protections are the equivalent of stepping into a doctor’s exam room, getting your blood drawn, checking your cholesterol and blood pressure, and all those numbers you’d prefer to ignore after a weekend binge on pizza and Netflix. It’s precise, accurate, and reveals exactly what’s happening inside.
Focus on Real-Time Inside-Out Data “Checkup”
Now imagine a checkup or personal health monitor that runs 24/7, but examines your technical health. Unlike traditional methods, Cowbell pulls real-time inside-out data. These inside-out protections offer deeper visibility into a company’s risk landscape. Data sources include cloud services like AWS, Azure, and GCP. The system is also linked to vulnerability scanners such as Tenable, Qualys, and Rapid7 InsightVM.

Cowbell Connectors at a Glance:
- Cloud Platforms: AWS, Azure, GCP
- Vulnerability Scanners: Tenable, Qualys, Rapid7 InsightVM
- Endpoint Security: CrowdStrike, SentinelOne, Sophos
- IAM Solutions: Okta, Microsoft Entra, Arnica
- Compliance Tools: Qualys Policy Compliance, Security Studio
Broad Security Ecosystem Coverage
Cowbell Connectors now integrates with endpoint security tools like CrowdStrike, SentinelOne, and Sophos. Identity and access management platforms, including Okta, Microsoft Entra, and Arnica, are also included. Compliance tools such as Qualys Policy Compliance and Security Studio round out the offering.
Rising Cyber Threats Drive Innovation
The U.S. saw over 6.85 billion records breached last year. The average data breach cost reached $9.36 million. Cowbell and many others predict these numbers will increase in 2025. AI-powered cybercrime and geopolitical tension are key factors.
CISO Survey Underscores Urgency
Nearly 90% of U.S. organizations expected a material cyberattack within 12 months. “It’s now 2025, and threats have only grown,” said Rajeev Gupta, Cowbell’s co-founder and Chief Product Officer, referencing a 2024 CISO survey.
AI and Conflict Escalate Risks
Cybercriminals now leverage AI to build more ingenious and scalable attacks. Simultaneously, international conflicts have expanded into cyberspace. Cowbell believes businesses must evolve rapidly to keep pace.
Complementing the Launch of CRS
The expanded integrations follow the launch of Cowbell Resiliency Services (CRS) in February 2025. CRS aims to improve organizational readiness. Combined with Cowbell Connectors, policyholders gain a 360-degree view of their security posture.
Precision in Risk Rating and Underwriting
Inside-out data feeds Cowbell Factors—the company’s proprietary AI-driven risk ratings. This enhances underwriting accuracy. Businesses can patch vulnerabilities faster and demonstrate strong internal controls.
Lower Premiums and Better Terms
Improved Cowbell Factors may reduce premiums or secure better policy terms. This rewards businesses for adopting robust cybersecurity practices.
Doubling Down on Integration
Cowbell plans to double its integrations in 2025. Future additions will include connectors for email security, third-party risk management, and SIEM platforms.