Cowbell Cyber
“Can a continuously-underwritten, AI-native cyber insurer become the default risk management platform for SMBs and mid-market companies globally?”
Founded2019
HQPleasanton, CA, USA
FoundersJack Kudale
Total raised$183.5M+
Latest roundSeries C, July 2024
Valuation$294.9M pre-money (Series C, 2024)
IndustryFintech / Insurtech
The story
Founded in 2019 as a data-driven cyber insurer for SMBs, Cowbell differentiated via continuous underwriting (Cowbell Factors) and direct API integrations with security tooling. The company expanded from a US-focused SMB insurer to a multi-geography specialty insurer (UK, India) targeting mid-market as well. In 2026, Cowbell pivoted its product narrative around OMNI, an AI-native decision intelligence layer, repositioning itself as an AI-first specialty insurance platform rather than just a cyber insurtech—moving underwriting, claims, and resilience into a single agentic system.
Product timeline
2019
Founded in Pleasanton, California by Jack Kudale to provide adaptive cyber insurance for SMBs.· insurance
2020
Launched commercial sales of Cowbell cyber insurance products, building a network of over 4,000 agents and brokers.· insurance
2021
Raised $20M Series A; joined AWS Partner Program and passed AWS Foundational Technical Review.· pivot
2022
Raised $100M Series B; partnered with iBynd for embedded cyber insurance distribution to SMBs via broker and MSSP channels.· insurance
2023
Launched Cowbell UK entity in London, expanding to UK SME market with cyber and professional indemnity products.· insurance
2024
Raised $60M Series C led by Zurich Insurance Group; expanded internationally including India operations.· insurance
2026
Launched OMNI, an AI-native Decision Intelligence System for underwriting, claims, and resilience across the insurance lifecycle.· pivot
The stack
1 layer disclosed in Cowbell Cyber’s embedded-finance stack
Insurance
Accounting gap: none