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Remote Inside Sales Associate (Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-08-19

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Salary: USD 19 - 21 / hourly

Jerry is an insurance tech startup building an AI-powered platform to help customers manage car and home insurance, repairs, financing, and maintenance in a modern, streamlined way. The role is part of the Customer Operations team, which runs on two career paths: sales and service. You'll determine your fit during the interview process. Key responsibilities include: - Handling inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as existing policyholders needing changes - Providing exceptional customer care by identifying coverage gaps, qualifying discounts, and flagging upcoming renewals - Developing deep product knowledge across a large panel of insurance companies to match customers with the right fit - Processing service requests (vehicles, drivers, lienholders, policy documents) - Problem-solving to remove barriers between customers and appropriate coverage - Providing product feedback that directly influences the roadmap The work is fast-paced, high-energy, and team-oriented. You'll work fully remote with equipment provided and flexible scheduling options (5-day 8-hour or 4-day 10-hour weeks). Ideal candidates have prior experience in customer service, sales, or hospitality (preferred but not required), a genuinely friendly and positive attitude, strong work ethic, excellent problem-solving and communication skills, and willingness to collaborate. Compensation: $19.00–$21.00/hour plus uncapped commissions. Top performers typically earn $100,000+ annually. Benefits include medical, dental, vision insurance, 401(k) match, paid vacation, stock options, and paid parental leave. The company will pay for your P&C insurance license if needed.

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