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Remote Inside Sales Associate (Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-10-02

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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 in 2024. They are now expanding into home, motorcycle, RV, and beyond. As an Inside Sales Associate on the Customer Operations team, you will be a key part of delivering exceptional customer experiences in a fast-paced, high-energy environment. This role operates on two paths—sales and service—and the company will work with you during the interview process to determine which aligns best with your strengths. Key responsibilities include: - Taking excellent care of customers by identifying their needs proactively, including coverage gaps, available discounts, and upcoming renewals that may spike. - Answering inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from policyholders requesting changes. - Developing deep product knowledge across a large panel of insurance companies to match the right coverage to each customer. - Problem-solving to remove barriers between customers and appropriate coverage. - Processing service requests related to vehicles, drivers, lienholders, and policy documents. - Contributing feedback to improve the product; the feedback loop is short enough that your suggestions will ship. The work is fully remote with equipment provided. The company offers flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), competitive benefits including medical, dental, vision, 401(k) match, paid vacation, and equity (stock options). The company will pay for your P&C insurance license if you don't have one. 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, problem-solving skills, and communication skills. - Must currently reside in one of the following states: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (for full-time salaried positions).

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