Cowbell, a provider of cyber insurance for small and medium-sized enterprises, and Skyward Specialty Insurance Group Inc., a player in the specialty property/casualty market, announced a partnership agreement that expands Cowbell’s coverage and capacity of its Prime 250 Cyber Liability and Prime Tech, a recently introduced insurance program that safeguards businesses generating revenue of up to $500 million against cyber and technology errors and omissions risks.

The alliance leverages Skyward Specialty’s expertise in bringing insurance offerings to underserved markets that directly address growing risks unique to those businesses. Additionally, the partnership provides Cowbell access to Skyward Specialty’s industry partners to strengthen its capacity to deliver coverage to meet evolving market needs, according to a company press release.

The partnership will aid in expanding Cowbell’s omnichannel distribution network, which currently comprises more than 23,000 appointed agents and 3,500 agencies across all retail, wholesale, and embedded channels. The collaboration expands Cowbell’s reach to a broader range of businesses and provides technology companies with E&O coverage. Consequently, Cowbell’s growing portfolio will now serve a significant portion of underserved small and medium-sized enterprises seeking financial security against cyberattacks, the release said.

Cowbell’s appointed broker partners will now have access to primary and excess cyber coverage for accounts up to $500 million in revenue.


Sapiens International Corporation, a global provider of software solutions for the insurance industry, announced an agreement to integrate Microsoft Azure OpenAI Service to harness generative AI models and tools for the insurance industry.

Sapiens will integrate Microsoft Azure OpenAI and Azure Power Virtual Agents to provide generative AI solutions for insurance companies, allowing customers to navigate complex documents such as policies, terms and conditions, and more using natural large language AI models.

Sapiens’ AI cognitive services and process automation aims to empower insurers through the insurance value chain, providing instant answers across multiple domains of customer interaction in a multitude of languages. It also aims to assist in underwriters’ day-to-day activities and reduce time around claims processing and fraud detection.


To strengthen its risk-assessment processes and operations, Stillwater Insurance Group has partnered with NeuralMetrics, a provider of real-time commercial lines data intelligence for insurance classification and underwriting.

Stillwater features an emerging commercial book of business in addition to personal lines insurance products. The company operates in all 50 states with offices in Florida, Nebraska, and New York.

With AI-powered risk quality data solutions from NeuralMetrics, Stillwater can classify businesses and gain a comprehensive view of associated exposures with the name and address of a business.

Stillwater is a national personal and commercial lines carrier. Stillwater Insurance Group consists of three separate companies: Stillwater Insurance Company, Stillwater Insurance Services Inc; and Stillwater Property and Casualty Insurance Company.

NeuralMetrics provides classification and risk-intelligence data to facilitate commercial lines underwriting for property/casualty insurance organizations. The company’s AI-powered data platform extracts actionable, industry-compliant risk-assessment insights from public sources of information.

Sources: Cowbell, Sapiens International Corporation, Stillwater Insurance Group