# Jack Kudale

> Jack Kudale is the Founder and CEO of Cowbell, a Pleasanton, California-based AI-powered cyber insurance platform built for small and medium-sized enterprises. After 26 years in enterprise software at companies including CA Technologies and SnapLogic, Kudale founded Cowbell in January 2019 to close the cyber insurability gap for the world's 300 million small businesses. The company has raised $209 million in total funding - including a $60 million Series C from Zurich Insurance Group in 2024 - covers nearly 30,000 SMEs across four countries, and has paid out nearly $250 million in claims. Kudale was named an EY Entrepreneur of the Year 2023 Bay Area Award Winner and placed Cowbell at #13 on the 2024 Inc. 5000 list.

- **Role:** Founder and CEO at Cowbell
- **Organizations:** Cowbell, CA Technologies, SnapLogic, Cavirin Systems, Brighter Children (board member)
- **From:** India
- **Nationality:** American (Indian-born)
- **Education:** Engineering, University of Pune
- **Known for:** EY Entrepreneur of the Year 2023 - Bay Area Award Winner, Ranked #13 on the 2024 Inc. 5000 list of fastest-growing private companies, Included on Deloitte Technology Fast 500 list

## Career timeline

- **1990-1993** — Studied engineering at University of Pune, India
- **~1993** — Moved to the United States at age 18 to pursue career in technology
- **1990s-2014** — 16-year career at CA Technologies, rising to SVP Global DevOps Sales and multiple SVP roles
- **2013-2014** — SVP Global DevOps Sales at CA Technologies
- **2012-2013** — SVP Global Cloud Service Providers at CA Technologies
- **2010-2012** — SVP Service Assurance at CA Technologies
- **~2015-2017** — Senior executive role at SnapLogic (hybrid cloud integration)
- **2018-2019** — COO at Cavirin Systems (cloud security)
- **2019** — Founded Cowbell in January 2019 with co-founders Prab Reddy and Trent Cooksley
- **2019** — Rajeev Gupta joined as co-founder and Chief Product Officer in July 2019
- **2019** — Joined Global Insurance Accelerator cohort; demoed at InsureTech Connect Las Vegas
- **2020** — Cowbell began selling cyber insurance to SMEs
- **2021** — Raised $20M Series A led by Brewer Lane Ventures
- **2022** — Raised $100M Series B led by Anthemis Group; launched adaptive cyber insurance
- **2023** — Named EY Entrepreneur of the Year 2023 Bay Area Award Winner
- **2024** — Raised $60M Series C from Zurich Insurance Group; Cowbell ranked #13 on Inc. 5000; expanded to UK and upmarket segment
- **2025** — Launched COMPaaS-AI compliance service and 30+ security provider integrations; refreshed brand identity

## Achievements

- EY Entrepreneur of the Year 2023 - Bay Area Award Winner
- Ranked #13 on the 2024 Inc. 5000 list of fastest-growing private companies
- Included on Deloitte Technology Fast 500 list
- Led Cowbell to $209M in total funding across Series A, B, and C rounds
- Built cyber insurance platform covering nearly 30,000 SMEs across US, UK, Japan, and Australia
- Cowbell has paid nearly $250 million in claims since inception
- Monitors 23 million US-based businesses for cyber threats
- Licensed property-casualty and surplus lines insurance producer
- Grew Cowbell to 370 employees across US, Canada, India, and UK
- Secured Zurich Insurance Group as lead investor in Series C
- Top 25 InsurTech Executives recognition for leadership team (2021)
- Podcast featured by iHeartRadio; interviewed on CEO-focused iHeart series

## Latest updates

- **2025-01** — Cowbell appointed Simon Hughes as Chief Commercial Officer
- **2025-01** — Cowbell launched self-service cyber resiliency platform for policyholders
- **2025-01** — Launched COMPaaS-AI compliance service with 30+ security provider integrations
- **2024-07** — Secured $60M Series C funding from Zurich Insurance Group
- **2024-07** — Cowbell ranked #13 on the 2024 Inc. 5000 list
- **2024-06** — Expanded to upmarket segment serving companies with $1B+ in annual revenue
- **2024-01** — Launched UK market operations through Prime One partnership
- **2023-06** — Named EY Entrepreneur of the Year 2023 Bay Area Award Winner

## Links

- Website: https://cowbell.insure
- LinkedIn: https://www.linkedin.com/in/jackkudale/
- Twitter/X: https://twitter.com/kudja01
- Facebook: https://www.facebook.com/jack.kudale

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Profile page: https://yespress.io/jack-kudale
Published by YesPress — https://yespress.io
Last updated: 2026-05-26