Outmarket AI has raised $34.5 million in Series B funding to expand its AI platform for insurance agencies, just months after closing a $17 million Series A. The company says its platform now serves more than 300 agencies and 10,000 active users, using agency data to automate workflows spanning commercial insurance, employee benefits, personal lines and specialty insurance.

Insurance agencies are increasingly looking to artificial intelligence to reduce the administrative work that sits between customer interactions, policy data and day-to-day operations. Outmarket AI is betting that the next stage of that adoption will come from platforms that connect directly to agency systems and automate complete workflows rather than simply providing another AI assistant.

The company has raised $34.5 million in Series B funding led by SignalFire, with participation from Fika Ventures, Permanent Capital Ventures, TTV Capital and Dash Fund. The financing follows a $17 million Series A announced only a few months ago, bringing Outmarket’s total funding to $56.5 million.

Outmarket says the latest round reflects rapid adoption during 2026. Its platform has surpassed 10,000 active users, while more than 300 insurance agencies use the software. The company says more than 25% of the Top 100 insurance agencies are among its customers.

The core proposition is an AI intelligence layer for insurance agencies. Outmarket connects with agency management systems (AMS) and combines structured information with unstructured documents, including policies, contracts and client records. It then uses that data to automate operational workflows.

That approach differs from generic enterprise AI tools that require employees to move information into separate applications. Insurance agencies often work with specialized systems containing policy, client and transaction information, meaning an AI application that cannot access or understand that underlying data has limited ability to automate actual work.

Outmarket’s platform is designed around that integration problem.

Its workflows span commercial insurance, benefits, personal lines and specialty insurance. The company says customers use the platform to reduce manual data entry, analyze policy information and automate processes that traditionally require account managers and brokers to move information between systems.

One of the newest examples is its Certificates of Insurance workflow.

Certificates of insurance are routinely requested by clients, landlords, contractors and other counterparties. Producing them requires an agency employee to identify coverage requirements, verify policy information and generate the appropriate ACORD certificate.

Outmarket’s new workflow is designed to automate those steps. It can analyze a client’s contract or lease, identify insurance requirements, compare them against policy information in the agency management system, identify potential gaps and generate a certificate with the relevant holders, additional insureds and endorsements.

The company says early customers have reported producing certificates within minutes and reducing certificate-related errors.

That use case illustrates why vertical AI is attracting investment across financial and insurance services. The underlying technology may rely on general AI capabilities, but the workflow requires domain-specific data structures, terminology and operational rules.

For insurance agencies, that domain layer is particularly important. Errors can create financial and legal consequences, while many agency processes still depend on manual review and repetitive data handling.

Outmarket is also expanding beyond certificates. Its recent product launches include an AI-powered loss-run extraction and analysis tool, employee-benefits capabilities and a data-intelligence platform intended to provide agencies with a unified view of their information.

The employee-benefits component is particularly relevant because benefits brokers manage large amounts of plan information, renewals, benchmarking data and proposal documents. Automating those processes can reduce the amount of time employees spend collecting and reformatting information before they can focus on client decisions.

The company’s longer-term strategy extends beyond agencies. Outmarket says it plans to begin extending its platform to insurance carriers later in 2026. That could eventually create a technology layer connecting information flows between agencies and carriers, although the carrier capabilities are still at an early stage.

Such interoperability is important because the insurance industry remains highly dependent on information handoffs between brokers, agencies, carriers, clients and third-party systems.

The market opportunity is also supported by the broader scale of insurance operations. McKinsey has estimated that generative AI could create significant productivity opportunities across insurance, particularly in areas such as claims, underwriting, customer service and administrative work. The consultancy has also identified insurance as an industry where AI can affect a wide range of knowledge-intensive processes.

The challenge is translating those theoretical productivity gains into systems that can operate reliably on real policy and client data.

That is where Outmarket’s strategy is differentiated from a general-purpose chatbot. Its software is designed to work from the records an agency already maintains and execute defined insurance workflows.

For the broader Financial Technology and InsurTech ecosystem, that model is increasingly important. Vertical AI companies are competing not simply on model performance but on integrations, proprietary workflow logic, domain-specific data handling and the ability to demonstrate measurable operational improvements.

The competitive landscape includes established insurance software providers, agency-management platforms, document-automation vendors and newer AI-native startups. Large technology companies including Microsoft, Google and Salesforce are also building AI capabilities into enterprise software, increasing pressure on vertical vendors to demonstrate why industry-specific systems provide additional value.

Outmarket’s Series B gives the company additional capital to develop that specialized layer. It also arrives at a point when insurance agencies are facing pressure to improve efficiency without compromising service quality or regulatory and professional obligations.

The company has not disclosed how the $34.5 million will be allocated in detail, but its product roadmap indicates continued investment in workflow automation and expansion toward carriers.

The broader question is whether insurance AI evolves primarily as a collection of point solutions or as an integrated operating layer across agency systems. Outmarket is pursuing the latter model, combining data intelligence, workflow automation and insurance-specific AI within one platform.

Its latest funding round gives the company additional resources to test that approach at a larger scale.

Market Landscape

Insurance is becoming an important vertical for enterprise AI because agencies and carriers handle large volumes of structured and unstructured information across policies, contracts, claims, renewals and customer interactions.

McKinsey estimates that generative AI could unlock substantial productivity gains across insurance, particularly in underwriting, claims and administrative workflows. The opportunity has encouraged both established insurers and technology vendors to invest in AI systems that can work directly with industry data.

Outmarket’s strategy sits within the growing vertical AI market. Instead of providing a general-purpose assistant, the platform is built around insurance-specific workflows and integrations with agency management systems.

The competitive landscape includes traditional InsurTech vendors, agency-management platforms, enterprise AI providers and specialized startups. The emerging differentiator is increasingly workflow execution: whether an AI system can safely move from analyzing information to completing operational tasks.

Top Insights

• Outmarket AI raised $34.5 million in Series B funding, bringing its total financing to $56.5 million after a $17 million Series A.
• More than 10,000 users and 300 agencies now use the platform, according to the company, including more than 25% of the Top 100 agencies.
• The new Certificates workflow analyzes contracts, checks policy requirements and generates ACORD certificates to automate a high-volume agency process.
• Outmarket combines structured and unstructured insurance data, connecting agency management systems with AI-driven operational workflows.
• Carrier expansion is planned for later in 2026, potentially extending the platform beyond agencies into broader insurance information flows.

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