Cutting-Edge Solutions Quantify Insurable Risk. That’s Cowbell Cyber.

Our team and technology leverage artificial intelligence techniques, actuarial models, inside-out data sources, and continuous assessment to customize your policy.

For centuries, cowbells have acted as signals—of safety or distress. At Cowbell Cyber, our technology-forward approach takes inspiration from the original cowbell’s continuous signaling.

In days gone by, cowbells clanged to report the status of the herd. Cowbell Cyber uses the same kind of continuous situation reports for cyber risk. The Cowbell Cyber team—with help from more than 100 mentors and 13 insurance carriers—designed the first continuous underwriting platform. Cowbell Factors identify enterprise risk exposure using a score from 0 to 100. Like a reassuring warning signal, Cowbell Cyber constantly shows enterprise risk managers the hazards as well as remediations to mitigate potential losses.
Our Management Team

Talent and Experience Drive our Success

Skills and experience in enterprise software, insurance, cybersecurity, data science, artificial intelligence, and other technologies are the foundations of Cowbell Cyber. Each team member brings a unique perspective to work—perfect for a company that focuses on your organization’s individual insurance requirements.
Jack Kudale

Jack Kudale

Founder & Chief Executive Officer

Trent Cooksley

Trent Cooksley

Co-founder & Chief Operating Officer

Rajeev Gupta

Rajeev Gupta

Co-founder & Chief Product Officer

Isabelle Dumont

Isabelle Dumont

VP, Market Engagement

Caroline Thompson

Caroline Thompson

Head of Underwriting

Brandon Murphy

Brandon Murphy

VP of Sales

Prab Reddy

Prab Reddy

Co-founder & VP, Engineering

Dan Law

Dan Law

Director of National Accounts

Neeraj Juneja

Neeraj Juneja

VP, Finance

Vaidehi Rao

Vaidehi Rao

Senior Director, Platform Engineering

Shivang Patwa

Shivang Patwa

Senior Director, Design

Trevor Pierce

Trevor Pierce

Director - UI Engineering

Ravi Rajan

Ravi Rajan

Senior Director - Data Science

Sahar Sabouni

Sahar Sabouni

Head of Employee Success

Simon Fraser

Simon Fraser

Senior Agency Success Manager

Sandra Del Zoppo

Sandra Del Zoppo

Head of Operations

Help us build solutions to address the ever-evolving cyber insurance landscape.