Head of Product

HCV Underwriting Managers

. Develop and lead the company’s overall internally built product strategy and AI software strategy .

Posted 11/9/2026full-timeUnited StatesLeadWebsite

Core Competencies

Role fit

Core Competencies

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Demonstrates expertise in leading product management and AI strategy, with a focus on developing and implementing technology solutions that enhance operational efficiency and decision-making across the insurance lifecycle. Proven ability to build and scale high-performing product organizations while aligning product vision with business objectives.

Highest-signal resume keywords

Product Management LeadershipArtificial Intelligence StrategyMachine Learning ImplementationInsurance Industry ExpertiseExecutive Communication Skills

ATS Keywords

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Applicant Tracking System Keywords

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Hard Skills

Product DevelopmentGenerative AIPredictive AnalyticsIntelligent AutomationData GovernanceRegulatory ComplianceSoftware DevelopmentRoadmap CreationUnderwriting WorkflowsProgram Administration

Soft Skills

Organizational LeadershipDecision-MakingInfluencing SkillsEntrepreneurial MindsetCommunication Skills

Industry Keywords

Property and Casualty InsuranceProgram AdministratorsManaging General AgentsInsurance PlatformsB2B Markets

About the role

Key responsibilities & impact

Develop and lead the company’s overall internally built product strategy and AI software strategy
Establish a clear product vision aligned with business strategy and long-term competitive objectives
Identify opportunities to replace, improve, or integrate third-party systems through internally developed technology
Create a multi-year product roadmap to implement agentic AI across all MGAs in the portfolio through in-house technology and vendors
Define product-development principles, governance, and decision-making processes
Determine which capabilities should be built internally, purchased, integrated, or developed through strategic partnerships
Develop understanding of how Programs are originated, designed, launched, underwritten, distributed, administered, and managed
Partner with business leaders to identify technology opportunities across the insurance lifecycle
Develop tools and platforms supporting underwriting workflows, submission management, appetite and eligibility decisions, pricing, portfolio oversight, broker engagement, reporting, and program administration
Identify ways AI can improve decision-making, productivity, knowledge management, risk selection, service, and operational efficiency
Establish a practical, commercially focused AI product strategy
Prioritize use cases for generative AI, machine learning, predictive analytics, intelligent automation, and decision-support tools
Establish standards for data quality, model governance, security, privacy, explainability, and human oversight
Move AI initiatives from experimentation into production with engineering, data, underwriting, actuarial, legal, compliance, and risk leaders
Build and lead a high-performing product organization
Hire key product leaders and individual contributors
Define the product organization structure, including product management, product design, user research, data product management, and product operations
Identify existing employees suited for product roles and create pathways for their transition
Serve as senior executive voice for product strategy and technology-enabled business transformation
Communicate product priorities, progress, risks, and tradeoffs to the CEO, executive team, and Board
Shape broader technology strategy in partnership with the Chief Technology Officer
Assess existing systems, vendor relationships, data capabilities, workflows, and technology gaps during the first year
Develop and secure alignment around a company-wide product and AI strategy
Establish a prioritized roadmap tied to measurable business outcomes
Define the future product organization and begin hiring key team members
Launch a limited number of high-impact technology or AI initiatives
Create the product management operating model and core development processes
Establish build-versus-buy criteria
Build relationships with business leaders and transferred employees
Demonstrate measurable progress in speed, efficiency, underwriting capability, distribution effectiveness, user experience, or program-launch capacity
Report to the Chief Executive Officer and work closely with executive leadership and leaders across underwriting, distribution, operations, actuarial, claims, finance, legal, compliance, engineering, and data

Requirements

What you’ll need

Significant experience leading product management for software, technology, AI, data, or digital platforms
Demonstrated experience building and scaling product organizations and teams
Experience taking products from concept through development, launch, adoption, and ongoing improvement
Experience with artificial intelligence, machine learning, generative AI, analytics, or intelligent automation
Experience translating complex business problems into clear product strategies and roadmaps
Experience operating in a complex, regulated, or highly data-driven industry
Strong executive communication, influencing, decision-making, and organizational leadership skills
Entrepreneurial mindset and willingness to operate strategically and tactically
Experience in property and casualty insurance, including underwriting, program administration, distribution, claims, actuarial, or insurance operations (preferred)
Experience with MGAs, Program Administrators, carriers, reinsurers, or insurance platforms (preferred)
Experience building products for commercial insurance or other complex B2B markets (preferred)
Experience building products subject to regulatory, privacy, security, model-risk, or compliance requirements (preferred)
Experience managing product teams during a period of rapid growth or organizational transformation (preferred)
Must live in the United States
Must be authorized to work in the United States without requirement of employment sponsorship/visa
Requires a quiet work environment with regular sitting at a computer for extended periods of time
Occasional walking and standing, and lifting of up to 10 lbs
Regular use of hands and fingers
Frequent talking or hearing
Vision requirements: Close, distance, color, peripheral, focus and depth perception

Benefits

Comp & perks

Remote First Work Environment (US Based)
Medical, Dental, Vision
401K
401K Match
Life and Disability Benefits
Unaccrued Paid Time Off
11 Paid Holidays
Employee Discounts
Employee Assistance Program
Educational Assistance Program
Employee Referral Program
Paid Parental Leave