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Remote Inside Sales Associate (Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-08-27

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Salary: USD 19 - 21 / hourly

Jerry is an insurance tech startup building an AI-powered app to help customers manage car and home insurance, repairs, financing, and maintenance in one place. This Inside Sales Associate role is part of the Customer Operations team and offers a dual career path—you'll explore whether sales or service is your strength through the interview process. Key responsibilities include: - Handling inbound calls from customers shopping for auto, home, motorcycle, and other insurance policies, as well as existing policyholders needing changes - Providing consultative customer service by identifying coverage gaps, qualifying discounts, and flagging upcoming renewals - Mastering the product and Jerry's panel of insurance partners to match customers with the right coverage - Processing service requests (vehicle info, drivers, lienholders, policy documents) - Problem-solving to remove barriers between customers and appropriate coverage - Feeding product feedback into a short feedback loop that ships improvements quickly You'll work in a fast-paced, high-energy, fully remote environment with flexible scheduling (5-day 8-hour or 4-day 10-hour weeks). The company provides work equipment and will pay for your P&C insurance license if needed. Ideal candidates have prior experience in customer service, sales, or hospitality (though not required), genuine friendliness, strong work ethic, problem-solving skills, and excellent communication. The role combines inbound sales and customer service elements, so comfort with both is valuable.

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