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Insurance Sales & Service Associate (Remote, Tech Startup)

Jerry - Remote - Remote - posted 2026-08-16

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Salary: USD 19 - 21 / hourly

Jerry is a tech-enabled insurance platform modernizing car and home insurance. As an Insurance Sales & Service Associate on the Customer Operations team, you'll be the trusted voice helping customers navigate insurance products and solve coverage problems. Your responsibilities will include: - Handling inbound customer calls for auto, home, motorcycle, and other insurance policies - Identifying customer needs beyond their initial question—spotting coverage gaps, qualifying discounts, flagging upcoming renewals - Developing deep product expertise across Jerry's panel of insurance carriers to match customers with optimal coverage - Processing service requests (vehicle changes, driver updates, policy documents, lienholders) - Problem-solving to remove friction between customers and the right coverage - Providing feedback to the product team; your suggestions directly influence product development The role blends sales and service elements. During interviews, you'll explore which path—sales-focused or service-focused—aligns with your strengths. The company will support your development in either direction. You'll work in a fully remote, fast-paced environment with flexible scheduling options (5-day 8-hour weeks or 4-day 10-hour weeks). The team values genuine friendliness, strong problem-solving, clear communication, and collaborative spirit. Prior customer service, sales, or hospitality experience is a plus but not required. Compensation for the sales path: $19.00–$21.00/hour plus uncapped commissions. Top performers typically earn $100,000+ annually. The company provides work equipment, pays for P&C insurance licensing if needed, and offers competitive benefits including medical/dental/vision, 401(k) match, paid time off, and stock options.

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