Chief Commercial Officer

Insurify
Cambridge, MA - Hybrid$250k – $300kPosted 26 March 2026

Job Description

Warning: Fraudulent Job Adverts Beware of fraudulent activities claiming to represent Insurify. We are not associated with any entities soliciting personal information or payment. The safety of our job seekers is a top priority, and we actively work to prevent such incidents. Insurify will never request sensitive information or payment during the hiring process. Be cautious of text-only interviews, interviews conducted through Microsoft Teams, or suspicious offer letters. Why us? Insurify is one of America’s fastest-growing MIT FinTech startups and has been recognized as one of Inc. 5,000’s fastest-growing private companies in America in 2025, 2024, 2023, 2022 and 2021, Forbes Fintech 50 List for 2023, 2022, and 2021, Forbes Next Billion Dollar Startups of 2022 global and Top 100 InsurTech company. We’re changing the way millions of people compare, buy and manage insurance with artificial intelligence, technology, and superior product design. Our company vision is to be recognized as the preeminent and most trusted digital agent for insurance comparison, purchase, and management. Our team is critical to achieving our vision and fostering the right culture is essential to our team’s success. Join us if you like $1.3 Trillion market opportunity MIT alumni founders Female-led startup $130M total funding Strong leadership team with experience from many successful startups around the world We’re hiring a CCO to own Insurify’s commercial engine end‑to‑end—partner economics, pricing yield, performance strategy, RevOps, and lifecycle—delivering profitable, durable growth across consumer and B2B/white‑label channels. How you will make an impact Own the numbers: Net Revenue, Contribution Margin, unit economics, LTV, and forecast accuracy. Lead the commercial engine end-to-end: Partnerships/Supply, Strategic Demand Partnerships, Proprietary Products Monetization, Pricing Yield, LTV, Revenue Operations Analytics, Lifecycle/CRM, Policy Monetization Experiments, and Agency Operations (Insurify call service center). Strengthen supply demand: Improve carrier relationships and strategic partnerships to acquire qualified traffic and monetize it efficiently. Level up conversion: Partner with the CPO and CTO to ship experiments, funnel and conversion improvements, and cumulative contribution margin. Implement performance management systems : Implement robust KPIs and OKRs to track and enhance company performance. Build the operating system: Single‑source revenue truth model, RevOps dashboards, weekly revenue council cadence, and rigorous experiment governance. Lead develop talent: Hire/mentor a high‑caliber org, establish comp plans and enforce clear goals. Responsibilities Carrier Partnerships: Commercial ownership of carrier relationships. Develop C-level relationships with carrier partners to grow share of wallet. Proprietary Products Monetization: Manage and expand Insurify’s product portfolio across segments and verticals. Strategic Partnerships: Source and scale partners whose brands/audiences drive qualified traffic. Agency Operations (Call Service Center): Own daily performance of Insurify’s agency/contact center: staffing and WFM, conversion/QA targets. Partner with Product to deploy automation. Pricing Yield: Optimize prioritization/ranking levers, marketplace incentives; run controlled tests to maximize cumulative contribution margin. Revenue Operations Analytics: Forecasting, partner reporting, servicing, and analytics. Policy Monetization Experiments : Design/run A/B to improve monetization in partnership with product, marketing, and engineering. Who you are 15+ years driving revenue in marketplace/fintech/insurtech or adjacent regulated categories; ownership of a $1.0B+ multi‑channel PL. Proven pricing/yield optimization and partner/carrier negotiation track record. Leadership of teams across Partnerships, RevOps/Analytics, and B2C/B2B. Data fluency: strong SQL literacy and BI familiarity ... (truncated, view full listing at source)
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