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Insurance Sales & Service Associate (Remote, Tech Startup)

Jerry - Remote - Remote - posted 2026-09-16

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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 blends sales and service responsibilities. In this position, you'll be the trusted advisor customers rely on to navigate insurance, repairs, financing, and maintenance. 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 - Developing deep product knowledge across a large panel of insurance companies to match the right coverage to each customer - Identifying customer needs proactively—spotting coverage gaps, qualifying customers for discounts, and flagging upcoming renewals - Processing service requests (vehicle updates, driver changes, lienholders, policy documents) - Problem-solving to remove barriers between customers and the right coverage - Providing feedback to shape the product; the feedback loop is short enough that you'll see your suggestions ship The role offers flexibility: choose between a 5-day, 8-hour week or a 4-day, 10-hour week. You don't need to decide upfront whether you're more sales or service-oriented—the company will help you discover your fit during the interview process. Work equipment is provided, and the company covers your P&C insurance license if you don't already have one. Jerry's culture emphasizes ownership, quality, and learning. The team comprises talent from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. The company is remote-first but also has offices in Palo Alto, New York City, Chicago, and Toronto if you prefer hybrid or in-person work. REQUIREMENTS: - Prior work experience in customer service, sales, or hospitality is a plus but not required - Genuinely friendly and positive attitude with a willingness to work as a team - Strong work ethic - Strong problem-solving skills - Strong communication skills - Must currently reside in one of these states: 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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