InsurTech startup Cowbell Cyber closes $20m Series A

InsurTech startup Cowbell Cyber closes $20m Series A

Cowbell Cyber, an AI-powered cyber insurance provider, has closed its Series A round on $20m to help it scale its offering for continuous underwriting and closed-loop risk management.

Cowbell Cyber’s Founder and CEO, Jack Kudale, for NBC

Cowbell’s CEO, Jack Kudale, talks to NBC about the ransomware hack on the meat packing company, JBS. June 2nd, 2021

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September 2021 Panel Discussion Cybersecurity Insurance – Through the Eyes of the Insurance Industry

Join us September 23rd from 12pm to 1:15pm for a panel driven discussion covering Cyber risks, through the eyes of the insurance industry. Hear from a panel of cyber insurance agents, share their experience supporting clients, along with an underwriter showing how recent trends are influencing the insurance market, rates and coverage. Open Q &A is encouraged amongst all attendees.

Recorded Thursday, September 23 12:00 – 1:15 p.m, Online via Zoom


JOE ERLE has been working as a commercial insurance broker for over 10 years in San Diego County. Joe’s super power is analyzing policies and finding what is not covered and offering solutions to cover the exposure through insurance or through other risk management vehicles. One of Joe’s major focuses is the tech sector including data breach risk management and response. When Joe isn’t fighting the evil forces of hackers and underinsured policies, he’s spending time with his wife and two boys in San Diego, CA.
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GABE KARROUM has been in the insurance industry for seventeen years and had the chance to work at large national carriers, including Nationwide and The Hartford, where he worked in sales management. He was also a producer both on the independent and direct writer side at Federated Mutual Insurance and USI. Today, Gabe is a Territory Sales Manager at Cowbell Cyber, one of the fastest growing cyber carriers in the country using artificial data to deliver a streamlined process for agencies and business owners to obtain customized policies. Cowbell delivers a stand-alone cyber policy up to accounts with $250 million in revenue for financial protection and coverage for the wide range of cyber incidents that impact businesses nowadays, including network incidents, email scams, ransomware attacks, cybercrime, social engineering, and more.
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WAYNE WEBER has been assisting Directors and Officers in the Life Science and Med Tech industry to manage risk and protect the assets of investors for twenty years. Cyber security is critical component when developing a risk assessment plan especially in clinical trials being conducted in multiple countries. He currently serves on the committee of the Octane Orange County High Tech Awards.
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PHIL DUCOFFE is a Senior Vice President with USI Insurance and is a 20 year Cyber Insurance Veteran. Phil regularly assists companies with cyber risk mitigation and ultimately placing insurance around those risks that can’t be mitigated through systems/behavior changes. Phil’s background includes 5 years with Ernst & Young and 15 years with Automatic Data Processing, ADP. He is an integral part of USI’s West Coast Cyber Practice and is licensed in all Property & Casualty lines of insurance. He has called San Diego home for the last 27 years. USI is a Top 10 National Broker with deep Cyber Resources and 140 offices across the US and Europe.
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Ep.185 – Cowbell Cyber: determining your insurable threat with AI (PROMO)

#podcast #cybersecurity


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Caroline Thompson is the Head of Underwriting at Cowbell Cyber, an AI-powered cyber security insurance for small and medium businesses. The company provides 24/7 risk analysis, individual coverage level, and underwriting services done in minutes. Beyond her position at Cowbell Cyber, Caroline is also one of the main authors of their company’s blogs. She covers topics on new state laws and regulations and the different coverages their company offers.

Caroline joins us to share how Cowbell Cyber works to determine a company’s risk for cyber attacks before it even happens. She describes how she wound up working in New York and explains the concept of microinsurance. She explains why cybersecurity policies are almost constantly updating and how their company leverages the Dark Web for possible attacks and risks. She shares what Silent Cyber Risks and Standalone Insurance mean in the context of a cybersecurity risk management company. Caroline also discusses what their company often recommends to improve the cybersecurity of their clients.

“A lot of packaged policies end up covering a little bit of cyber – but not the entire extent.” – Caroline Thompson

Today on Spot On Insurance:

Caroline’s work experience in New York and why she felt at home.
What microinsurance is and why Caroline made a senior thesis based on that topic.
The life decisions Caroline would have made differently in hindsight.
The best time to step away from a good, but stressful job.
The reason behind the company being named Cowbell.
The newer types of cyber attacks and how the insurance industry keeps up.
When insurers have to pay for claims for cyber losses for policies not designed for them.
Defining Silent Cyber Risks and Standalone Insurance.
Why companies should always opt for a standalone insurance for cyber security.
The changes Caroline sees in the industry regarding how they guard against cyber risks.
The security recommendations Caroline and their company provide to clients.

Key Takeaways:

If it’s been six months and you’ve been unhappy with whatever it is you’re doing, it’s time to change.
A standalone insurance is ideal for covering all forms of cyber losses.
Customers need standalone insurance in order to clarify everything.

Get to Know Cowbell Cyber

Learn how you and your clients could benefit from Cowbell Cyber, the newest carrier available through Independent Market Solutions (