Chief Commercial Officer

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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 P&L.
• 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 (Looker/Tableau/Mode); experimentation at scale.
• Other preferred qualifications: P&C insurance/MGA exposure; contact‑center sales leadership.

Leadership Traits

• Operator‑athlete with high judgment; hands‑on with data; decisive and accountable; results driven.
• Builder of VP‑level talent; ability to establish clear and concise goals and deliver results; elevates cross‑functional execution.
• Customer‑trust oriented; balances growth with compliance and quality.

Benefits

• Competitive compensation
• Generous stock options
• Health, Dental Coverages
• 401K plan with match
• Unlimited PTO
• Generous company holiday calendar
• Learning & Development Stipends
• Paid Family Leave
• Social impact volunteer time 
• Catered lunches in the office

Insurify is committed to offering a fair, competitive, and transparent compensation program that supports our mission to attract, retain, and motivate top talent. Our compensation philosophy is guided by several factors including a candidate’s relevant experience, education/training, job-related skills, and location.

In addition to the base salary our total compensation package includes health coverage, retirement contributions, and additional wellbeing benefits. Some positions may be eligible for company equity.

Below is the base compensation range for US locations:

$250,000-$300,000