Headquarters:
Pleasanton, CA, USA
Year founded:
2019
Number of employees:
110
Phone:
833 633 8666
Email:
agencies@cowbellcyber.ai
Website:
cowbell.insure
LinkedIn:
www.linkedin.com/company/cowbell-cyber
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
Cowbell Cyber is a cyber insurance provider that delivers standalone cyber insurance to small to medium-sized enterprises. Its insurance product, Cowbell Prime™, is built on AI and cutting-edge technology to expedite the quoting and binding process and to deliver tailored policies that match the unique risk exposure of each organization. Cowbell’s risk selection and underwriting are anchored in Cowbell Factors™, a proprietary risk-rating technology, which continuously assesses cyber risk based on more than 750 outside-in and inside-out data points. Cowbell Factors deliver an immediate benchmark of an organization’s risk profile against industry peers using a growing pool of 21 million US businesses as of January 2022.
Cowbell empowers policyholders to reduce their risk exposure and implement a closed-loop approach (assess, insure, improve) to risk management starting on day one of their cyber policy by providing resources such as continuous risk assessment, recommendations to remediate identified security weaknesses, cyber awareness training for employees, referral security partners, and even access to Cowbell’s risk engineering experts. The company also partners with IT infrastructure providers like AWS or Microsoft to improve the efficacy of Cowbell Factors and offer deeper risk insights to policyholders.
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IB Top Brokerages
Award Winner
SHIELDED INSURANCE BROKERS
Award Winner
COWBELL CYBER
Jack Kudale
Founder and CEO
Trent Cooksley
Co-founder and COO
Rajeev Gupta
Co-founder and CPO
Leadership
Jack Kudale is the founder of Cowbell Cyber, the industry’s first AI-powered cyber insurance provider that aims to make cyber insurance accessible to all businesses. He has 25 years of business experience, and led three venture-backed Silicon Valley cybersecurity and data analytics startups after a long stint as an executive responsible for distribution at a Fortune 500 software company. Jack is a frequent speaker at industry events on topics such as the future of cyber insurance and the use of AI and technology to enable continuous underwriting for companies operating in cyberspace.
Founder and CEO
Jack Kudale
Cowbell Cyber’s COO, Trent Cooksley, is an insurance executive and three-time startup co-founder. He has held underwriting, operational, finance and business development roles in all stages of company growth. Trent built some of the first pay-as-you-go insurance technology solutions and has worked as partner or investor with many of the most dynamic carriers and insurtech firms. Before co-founding Cowbell, he was head of open innovation at Markel Corporation and managing director of Markel Digital.
Co-founder and COO
Trent Cooksley
Rajeev Gupta is CPO and co-founder at Cowbell Cyber. He was the GM for the application protection business unit at Zimperium, a leader in mobile security. Rajeev has 20 years of hands-on experience in software architecture and the design of large-scale secure enterprise applications. Previously, he was head of product for the application delivery business unit at CA Technologies, where he mentored several customer teams and led efficient software development strategies for Fortune 500 clients.
Co-founder and CPO
Rajeev Gupta
SPECIAL REPORT
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Bio
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
Read on
Award Winner
COWBELL CYBER
Prab Reddy
Co-founder and
VP of Engineering
Trent Cooksley
Co-founder and COO
Jack Kudale
Founder and CEO
Leadership
Headquarters:
Pleasanton, CA, USA
Year founded:
2019
Number of employees:
110
Phone:
833 633 8666
Email:
agencies@cowbellcyber.ai
Website:
cowbell.insure
LinkedIn:
www.linkedin.com/company/cowbell-cyber
Jack Kudale is the founder of Cowbell Cyber, the industry’s first AI-powered cyber insurance provider that aims to make cyber insurance accessible to all businesses. He has 25 years of business experience, and led three venture-backed Silicon Valley cybersecurity and data analytics startups after a long stint as an executive responsible for distribution at a Fortune 500 software company. Jack is a frequent speaker at industry events on topics such as the future of cyber insurance and the use of AI and technology to enable continuous underwriting for companies operating in cyberspace.
Founder and CEO
Jack Kudale
Cowbell Cyber’s COO, Trent Cooksley, is an insurance executive and three-time startup co-founder. He has held underwriting, operational, finance and business development roles in all stages of company growth. Trent built some of the first pay-as-you-go insurance technology solutions and has worked as partner or investor with many of the most dynamic carriers and insurtech firms. Before co-founding Cowbell, he was head of open innovation at Markel Corporation and managing director of Markel Digital.
Co-founder and COO
Trent Cooksley
Prab Reddy is co-founder and VP of engineering at Cowbell Cyber. Prior to this role, he was director of engineering at Lacework, a cloud security startup, and led the engineering team at E8 Security. He brings 20 years of professional experience to Cowbell, as well as expertise in building enterprise software and leading software engineering teams.
Co-founder and VP of Engineering
Prab Reddy
SPECIAL REPORT
Home
Bio
For the second year running, Shielded Insurance Brokers has claimed the number-one spot among IB’s Top Brokerages. In 2020, it was record-setting growth that drove the company’s impressive success. This year, says managing director Stuart Brady, the key ingredient behind the win is the Shielded culture. Brady is proud of the shared vision for constant improvement across all aspects of the business. “We are thrilled to take out the win again, and it’s hats off to the team for their hard work over the past year,” he says.
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
"It’s allowed us to make more informed decisions backed by data and also strengthen our compliance audit system and improve customer interactions with the business."
Stuart Brady,
Shielded Insurance Brokers
Read on
Award Winner
COWBELL CYBER
Prab Reddy
Co-founder and VP of Engineering
Trent Cooksley
Co-founder and COO
Jack Kudale
Founder and CEO
Leadership
Headquarters:
Pleasanton, CA, USA
Year founded:
2019
Number of employees:
110
Phone:
833 633 8666
Email:
agencies@cowbellcyber.ai
Website:
cowbell.insure
LinkedIn:
www.linkedin.com/company
/cowbell-cyber
SPECIAL REPORT
Home
Bio
Jack Kudale is the founder of Cowbell Cyber, the industry’s first AI-powered cyber insurance provider that aims to make cyber insurance accessible to all businesses. He has 25 years of business experience, and led three venture-backed Silicon Valley cybersecurity and data analytics startups after a long stint as an executive responsible for distribution at a Fortune 500 software company. Jack is a frequent speaker at industry events on topics such as the future of cyber insurance and the use of AI and technology to enable continuous underwriting for companies operating in cyberspace.
Founder and CEO
Jack Kudale
Cowbell Cyber’s COO, Trent Cooksley, is an insurance executive and three-time startup co-founder. He has held underwriting, operational, finance and business development roles in all stages of company growth. Trent built some of the first pay-as-you-go insurance technology solutions and has worked as partner or investor with many of the most dynamic carriers and insurtech firms. Before co-founding Cowbell, he was head of open innovation at Markel Corporation and managing director of Markel Digital.
Co-founder and COO
Trent Cooksley
Prab Reddy is co-founder and VP of engineering at Cowbell Cyber. Prior to this role, he was director of engineering at Lacework, a cloud security startup, and led the engineering team at E8 Security. He brings 20 years of professional experience to Cowbell, as well as expertise in building enterprise software and leading software engineering teams.
Co-founder and VP of Engineering
Prab Reddy
For the second year running, Shielded Insurance Brokers has claimed the number-one spot among IB’s Top Brokerages. In 2020, it was record-setting growth that drove the company’s impressive success. This year, says managing director Stuart Brady, the key ingredient behind the win is the Shielded culture. Brady is proud of the shared vision for constant improvement across all aspects of the business. “We are thrilled to take out the win again, and it’s hats off to the team for their hard work over the past year,” he says.
Prab Reddy
Co-founder and VP of Engineering
Prab Reddy is co-founder and VP of engineering at Cowbell Cyber. Prior to this role, he was director of engineering at Lacework, a cloud security startup, and led the engineering team at E8 Security. He brings 20 years of professional experience to Cowbell, as well as expertise in building enterprise software and leading software engineering teams.
Co-founder and VP of Engineering
Prab Reddy
Rajeev Gupta
Co-founder and CPO
Rajeev Gupta is CPO and co-founder at Cowbell Cyber. He was the GM for the application protection business unit at Zimperium, a leader in mobile security. Rajeev has 20 years of hands-on experience in software architecture and the design of large-scale secure enterprise applications. Previously, he was head of product for the application delivery business unit at CA Technologies, where he mentored several customer teams and led efficient software development strategies for Fortune 500 clients.
Co-founder and CPO
Rajeev Gupta
Rajeev Gupta
Co-founder and CPO
Rajeev Gupta is CPO and co-founder at Cowbell Cyber. He was the GM for the application protection business unit at Zimperium, a leader in mobile security. Rajeev has 20 years of hands-on experience in software architecture and the design of large-scale secure enterprise applications. Previously, he was head of product for the application delivery business unit at CA Technologies, where he mentored several customer teams and led efficient software development strategies for Fortune 500 clients.
Co-founder and CPO
Rajeev Gupta
