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Remote Insurance Agent, Sales or Service (Tech Startup)

Jerry - Remote - Remote - posted 2026-09-11

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Salary: USD 19 - 21 / hourly

Jerry is an AI-powered platform helping customers manage their car, home, and motorcycle insurance and related services. 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 role that combines sales and service responsibilities. In this position, you'll be the trusted advisor customers rely on to navigate insurance options and manage their policies. Your day-to-day work includes: - Answering inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from existing policyholders needing changes or support - Identifying customer needs beyond their initial question—spotting coverage gaps, qualifying them for discounts, and flagging upcoming renewals that may spike in cost - Developing deep product knowledge across a large panel of insurance companies to match the right coverage to each customer - Processing service requests including vehicle updates, driver changes, lienholder information, and policy documents - Problem-solving to remove barriers between customers and appropriate coverage - Providing feedback to the product team; the company has a short feedback loop and actively ships suggestions from the team The role offers flexibility: choose between a 5-day 8-hour week or a 4-day 10-hour week. You'll receive work equipment and have the opportunity to shape the customer experience as the product evolves. The company will pay for your P&C insurance license if you don't have one. Jerry values team collaboration, genuine friendliness, strong problem-solving, and clear communication. The culture emphasizes people who take their work seriously and support each other. The company is backed by Y Combinator and led by serial entrepreneurs with experience from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. 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 hourly employees must be in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA)

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