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Customer Experience Advocate (Remote, Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-09-01

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Salary: USD 19 - 21 / hourly

Jerry is an insurance tech startup building an AI-powered app to simplify car and home insurance, repairs, financing, and maintenance—modernizing an industry stuck in legacy systems. As a Customer Experience Advocate on the Customer Operations team, you'll be the voice and problem-solver for customers navigating insurance shopping and policy management. Your responsibilities span two potential career paths (sales and service, determined during interviews): **Core Duties:** - Handle inbound calls from customers shopping auto, home, motorcycle, and other policies, as well as policyholders requesting changes - Develop deep product expertise across Jerry's insurance panel to match customers with optimal coverage - Identify and communicate coverage gaps, applicable discounts, and renewal concerns proactively - Process service requests (vehicle info, driver changes, lienholders, policy documents) - Solve problems that remove barriers between customers and the right coverage - Provide feedback on product improvements with a short feedback loop to engineering **What We're Looking For:** - Prior experience in customer service, sales, or hospitality is a plus but not required - Genuinely friendly, positive attitude with strong teamwork orientation - Strong work ethic, problem-solving, and communication skills - Ability to think beyond the immediate question and anticipate customer needs **Why Join:** Fully remote with flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), work equipment provided, competitive benefits (medical, dental, vision, 401K match, paid time off), stock options, and P&C insurance license sponsorship. Sales path offers hourly wage ($19–$21/hour) plus uncapped commissions, with top performers earning $100K+/year. You'll work alongside a mission-driven team in one of the world's largest industries.

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