General Manager, Insurance

Role Overview

• Own Dutch’s pet insurance vertical end-to-end, including strategy, launch, growth, operations, and financial performance
• Develop the business plan for Dutch Insurance, including revenue model, margin profile, customer acquisition strategy, retention strategy, and long-term growth roadmap
• Lead the work required to make Dutch Insurance available nationally, including the path to launching in all 50 states
• Partner with legal, compliance, insurance carriers, brokers, TPAs, and other external partners to ensure Dutch’s insurance offering is compliant, scalable, and operationally sound
• Evaluate and manage insurance partnership structures, including carrier relationships, agency/broker models, underwriting partners, claims partners, and potential MGA-style opportunities
• Define the customer experience across quote, purchase, onboarding, claims education, renewal, and ongoing member engagement
• Work closely with product, engineering, marketing, lifecycle, CX, clinical, legal, and finance to integrate insurance into the Dutch member experience
• Build and optimize the insurance funnel, including pricing presentation, plan positioning, conversion, attach rate, and cross-sell opportunities
• Own the insurance P&L, including revenue, CAC, contribution margin, retention, partner economics, and operating costs
• Develop dashboards, reporting, and operating cadences to track the health of the business
• Identify new growth opportunities across Dutch’s existing member base, new member acquisition funnel, employer/affiliate channels, and strategic partnerships
• Build the team, processes, and vendor infrastructure required to scale the vertical over time
• Serve as the internal expert and executive owner for the insurance business

Requirements

• 8+ years of relevant experience in insurance, consumer fintech, healthcare, pet care, marketplace, subscription, or regulated consumer businesses
• Experience owning a business line, product line, marketplace, or P&L with measurable revenue and margin accountability
• Strong understanding of insurance business models, ideally including carrier partnerships, distribution, brokerage/agency models, claims operations, compliance, and state-by-state regulatory considerations
• Proven ability to build and scale a new business, product, or market from early stage to meaningful revenue
• Highly analytical operator who can translate data into commercial decisions
• Strong cross-functional leadership skills, with the ability to align product, marketing, legal, operations, finance, and external partners
• Excellent judgment in regulated, complex, or ambiguous environments
• Strong commercial instincts around pricing, packaging, conversion, retention, and unit economics
• Ability to move quickly while maintaining a high bar for compliance, customer experience, and operational quality
• Entrepreneurial mindset — you are excited to build the playbook, not just follow one
• Clear communicator who can operate at both the executive/board level and the detailed execution level.

NICE TO HAVES:

• Experience in pet insurance, health insurance, property & casualty insurance, embedded insurance, or consumer insurance distribution
• Experience launching insurance products across multiple states
• Experience working with insurance carriers, MGAs, brokers, TPAs, claims administrators, or reinsurance partners
• Experience in a high-growth startup or marketplace environment
• Familiarity with subscription, telehealth, pharmacy, veterinary, or healthcare-adjacent business models
• Experience building financial models, board-level reporting, and business-line operating plans

Benefits

• Health, dental, and vision insurance
• Flexible PTO
• Remote-first culture
• The chance to make a meaningful impact on pets and the people who love them
• The opportunity to help build one of the most important consumer healthcare companies in pet care