The RoleWe're looking for a
GM of Insurance to build, launch, and scale Dutch's pet insurance business.
This is a highly entrepreneurial leadership role for someone who can operate like the CEO of a new business line inside a fast-growing company. You will be responsible for taking Dutch's insurance vertical from early stage to national scale - including building the operating model, launching across all 50 states, developing the go-to-market strategy, managing key insurance partners, and owning the business P&L.
This role is ideal for someone who combines strategic thinking with deep execution. You should be comfortable building from zero, navigating regulated markets, managing cross-functional teams, and making the commercial decisions required to grow a meaningful, profitable business.
Please note this is a fully remote role, but you must reside in Canada OR any of the following states
: Tennessee, California, Illinois, Florida, Iowa, North Carolina, New Jersey, New York, Texas, Oregon, Colorado, Washington.WHAT YOU'LL DO:- 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
WHAT WE'RE LOOKING FOR:- 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
WHY THIS ROLE IS EXCITING:- You'll have the opportunity to build and own a major new business line at Dutch
- You'll operate like the CEO of the insurance vertical, with direct responsibility for strategy, execution, growth, and P&L
- You'll help bring a more accessible, integrated pet insurance experience to millions of pet parents
- You'll work at the intersection of veterinary care, telemedicine, insurance, pharmacy, and consumer healthcare
- You'll have significant executive visibility and the ability to shape a category-defining business
- You'll join Dutch at a moment when the company is scaling rapidly and expanding beyond telemedicine into a broader pet health platform
- Competitive compensation between $175,000 - $250,000 base salary, plus equity and performance-based incentives. Actual compensation will depend on experience, qualifications, and location.
- 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
