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Customer Experience Advocate (Remote, Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-09-15

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Salary: USD 19 - 21 / hourly

Jerry is an AI-powered platform helping customers manage their most important physical assets—cars, homes, motorcycles, and more. The company has grown to 5M+ customers, raised $240M+, and achieved profitability since 2024. You'll join the Customer Operations team in a fully remote, fast-paced role that combines customer service and sales elements. This role operates on two career paths—sales or service—and the company will help you discover which suits you best during the interview process. Your responsibilities will include: - Delivering exceptional customer care by proactively identifying customer needs beyond their immediate questions, such as coverage gaps, available discounts, and upcoming renewals. - Answering inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from existing policyholders requesting changes. - Developing deep product knowledge across a large panel of insurance companies to match customers with the right coverage. - Problem-solving to remove barriers between customers and appropriate coverage solutions. - Processing service requests including vehicle, driver, lienholder, and policy document updates. - Contributing product feedback through a short feedback loop—your suggestions directly influence product improvements. Jerry values team members who take their work seriously and support each other. The company offers flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), work equipment, and a career path in one of the world's largest industries. The company will pay for your P&C insurance license if you don't have one. The team comprises talent from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO, led by serial entrepreneurs and backed by Y Combinator. Jerry consistently ranks among Y Combinator's Top Companies and Forbes/Statista's Best Startup Employers. REQUIREMENTS: - Prior work experience in customer service, sales, or hospitality is a plus but not required. - Genuinely friendly and positive attitude with willingness to work as a team. - Strong work ethic. - Strong problem-solving skills. - Strong communication skills. - Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (full-time salaried); or AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA (full-time hourly).

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