Fairmatic · 1 day ago
VP, Engineering - Insurance Systems
United States
Full-time
Remote
Senior LevelFairmatic is on a mission to transform commercial auto insurance with AI and data-driven insights. They are seeking a Vice President of Engineering – Insurance Services to lead the design, development, and delivery of insurance systems, overseeing engineering across key domains and driving scalable infrastructure.
Artificial Intelligence (AI)Auto InsuranceFinancial ServicesInsuranceInsurTech
Responsibilities
Lead engineering strategy and execution across insurance systems, including underwriting workflow, policy administration, rating, and carrier integrations
Leverage AI and machine learning technologies to enhance automation, predict risk trends, and drive intelligent decision-making across underwriting, reporting, and telematics workflows
Partner with Product, Data, and Operations teams to translate business goals into technical roadmaps for underwriting, telematics, and reporting initiatives
Oversee delivery of key initiatives including: Underwriting Workflow Platform – enabling automated risk evaluation and policy lifecycle efficiency. Reporting – building carrier reporting and compliance pipelines. Mobile Telematics Integration – developing data ingestion and processing systems for connected driver products
Configure and integrate modular point solutions (e.g., policy admin, document management, and compliance tools) with Fairmatic’s core technology stack, ensuring seamless interoperability across systems
Define and maintain architectural standards that enable scalability while supporting third-party integrations and evolving business needs
Drive modernization of infrastructure and software architecture using AWS, Python, and React, with a focus on security, automation, and performance
Experience implementing or integrating AI and ML-based solutions within enterprise or insurance technology environments
Introduce best practices for code quality, CI/CD, observability, and documentation within a fast-paced, startup environment
Qualification
Required
Proven experience architecting and scaling insurance or financial systems, including underwriting, policy, or data management platforms
Demonstrated ability to configure and integrate third-party point solutions around a core technology stack to extend system capabilities
Expertise in AWS, Python, React, and modern API-driven microservice architectures
Strong understanding of integrations, enterprise software, and regulatory or carrier ecosystems
Experience leading distributed, global engineering teams across multiple time zones
Strategic and hands-on leader capable of balancing architectural vision with delivery execution
Excellent communication, stakeholder management, and cross-functional collaboration skills
Experience implementing or integrating AI and ML-based solutions within enterprise or insurance technology environments
Introduce best practices for code quality, CI/CD, observability, and documentation within a fast-paced, startup environment
Preferred
Startup, insurtech, or regulated industry experience strongly preferred
Company
Fairmatic
Fairmatic is an AI-based insurance company that provides commercial auto insurance services.
Founded in 2019
51-200 employees
Funding
Current Stage
Growth StageTotal Funding
$88MKey Investors
Battery Ventures
2023-03-16Series B· $46M
2022-08-31Series A· $42M
2022-01-01Series Unknown
Leadership Team
Jeffrey Chen
Chief Executive officer
Recent News
KillerStartups
2025-04-10
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2025-03-25
Company data provided by crunchbase