Senior / Principal Product Manager

Recruiting From Scratch • San Francisco, CA

4d • Remote

About The Position

We’re representing a fast-growing insurtech company building flexible, consumer-first insurance products for underserved markets. The company has achieved profitability while scaling nationally and now operates across multiple states with significant annual revenue and continued expansion plans. Backed by top-tier investors including Founders Fund, Inspired Capital, and Canaan Partners, the company operates with a small, highly senior, high-ownership team structure. Their culture emphasizes autonomy, rapid execution, low bureaucracy, and thoughtful product decision-making in a highly regulated industry.

Requirements

• 10+ years of product management experience at senior, staff, principal, or product leadership levels
• Strong background in consumer technology products with demonstrated zero-to-one product experience
• Proven ability to operate autonomously in fast-moving, highly ambiguous environments
• Strong analytical product instincts with deep familiarity around metrics such as LTV, CAC, conversion funnels, and acquisition quality
• Experience leading product initiatives in startup or high-growth environments with lean teams and significant ownership
• Ability to simplify complex operational or regulatory systems into scalable product experiences
• Strong communication and stakeholder management skills across technical and non-technical teams
• Demonstrated customer empathy, especially for users navigating financial complexity or underserved markets
• Comfortable operating hands-on with experimentation, QA, testing, and product execution when necessary

Nice To Haves

• Experience in regulated industries such as fintech, insurance, lending, healthcare, or payments
• Background building products for lower-income, underbanked, or financially stressed consumer segments
• Experience scaling products across multiple states, regulatory environments, or operational workflows
• Mix of startup and scaled-company product experience
• Familiarity with internal tooling, platform products, or operational systems that improve organizational scalability
• Experience working in pod-based product organizations with close engineering and design collaboration

Responsibilities

• Lead product strategy and execution for expansion of core insurance products across new geographic markets
• Solve complex product, operational, and regulatory challenges associated with scaling financial products nationally
• Work closely with engineering, design, and cross-functional teams to scope, prototype, build, and launch new initiatives
• Drive zero-to-one product development initiatives and validate opportunities through rapid experimentation and user research
• Analyze funnel performance, customer acquisition, LTV, CAC, retention, and behavioral data to guide product decisions
• Design and improve internal tooling, workflows, and operational systems that support scalable growth
• Partner with stakeholders across claims, customer success, risk, operations, and leadership teams
• Build efficient experimentation frameworks that prioritize rapid learning over large speculative builds
• Explore future product opportunities that expand the company’s offerings within consumer financial services

Benefits

• Flexible compensation structure with multiple cash/equity package options
• Fully remote U.S.-based role
• Full medical, dental, and vision coverage for employees and dependents
• Unlimited PTO and highly flexible work environment
• Small, senior, high-ownership product and engineering culture
• Opportunity to shape nationally scaled consumer financial products in a profitable growth-stage company

What This Job Offers

• Job Type: Full-time
• Career Level: Senior
• Education Level: No Education Listed