Founding Underwriter, Home Insurance

Salary: [Not Specified] Employment Type: Full-Time Location Type: Remote

Why Jerry.ai?

• Join a pre-IPO startup with significant capital, traction, and runway ($240M funded | profitable | 60X revenue growth in 5 years | $2T market size).
• Work closely with brilliant teammates from companies like McKinsey, BCG, Bain, GEICO, Lemonade, Better, Nerdwallet, and a16z.
• Opportunity to take us to a $5B business and a household name in the next few years.
• Be immersed in a talent-dense environment, greatly accelerating your learning and career growth.

About the Role

We are looking for our founding Underwriter, Home Insurance to help us build and scale our new home insurance product. We need someone with expertise in home insurance to guide our product research and development journey. This is a very cross-functional role that blends deep industry knowledge, operational attention to detail, and strategic thinking. You will work closely with product managers, designers, software engineers, data scientists, and our operations teams. This is a big investment for our business to expand into the home insurance market, so you will also work very closely with our executive leaders and founders. You'll be responsible for ensuring the quality and reliability of our home insurance experience, supporting underwriting accuracy and sales efforts, and helping us become a $10B company in the next few years.

How You'll Make an Impact

• Partner with Product, Data, and Engineering to build and maintain lovable home insurance product flows.
• Research and provide strategic recommendations on home insurance product offerings, especially for products subject to complex regulatory requirements.
• Support agents with product knowledge and training, resolve underwriting issues, and partner with agent leadership to identify opportunities and develop targeted training to enhance sales effectiveness.
• Lead regular quality reviews of the customer experience, proactively identifying opportunities for optimization—and partnering with Product and Operations to implement them.
• Stay on top of home insurance market trends, carrier strategies, and regulatory shifts to inform product and business decisions.

Key Responsibilities

Strategic Thinking

• Apply a business-oriented mindset to help our Home Insurance Product team evaluate how product improvements impact customer experience, sales growth, and operational scalability.
• Proactively identify opportunities to enhance our home insurance product strategy in line with broader company objectives.
• Bring data, research, and user insights to support strategic recommendations.

Subject Matter Expertise

• Maintain a deep understanding of the U.S. home insurance market—including product types, pricing dynamics, and regulatory frameworks.
• Stay current on major carriers, how they differentiate, their distribution strategies, and target segments.
• Track market trends, emerging competitors, and macroeconomic factors shaping the home insurance landscape.

Product Quality Oversight

• Partner with Product, Data, and Engineering to build and maintain lovable home insurance product flows.
• Proactively monitor the home insurance experience across our app, phone, and web platforms to identify issues and escalate to the product lead to resolve product issues quickly.
• Conduct ongoing quality control audits to ensure the customer journey is seamless and all touch points function as intended.

Support Underwriting, Sales, and Service Agents

• Act as a subject matter expert for home insurance to help agents succeed—by sharing product knowledge, carrier-specific insights, and compliance nuances.
• Partner with our sales team to support, monitor, and help optimize home insurance sales efforts.
• Identify knowledge and capability gaps related to home insurance within the agent team and support the agent team leadership in the development of targeted training materials to address them.
• Investigate and resolve home underwriting issues flagged by our agent team, including identifying whether problems are carrier-specific or systemic across the platform.