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Insurance Sales & Service Associate (Remote, Tech Startup)

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

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Salary: USD 19 - 21 / hourly

Jerry is a tech-enabled insurance platform modernizing car and home insurance. This role is part of the Customer Operations team, blending sales and service responsibilities. You'll handle inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as support existing policyholders with changes and service requests. Key responsibilities include taking excellent care of customers by identifying coverage gaps, qualifying discounts, and catching renewal issues before they spike. You'll develop deep product knowledge across Jerry's panel of insurance carriers to match customers with the right coverage. The role involves processing service requests (vehicles, drivers, lienholders, policy documents), problem-solving to remove barriers to coverage, and providing feedback to improve the product. You'll work in a fast-paced, high-energy, team-oriented environment. The company offers flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), full remote work with equipment provided, and will pay for your P&C insurance license if needed. Prior customer service, sales, or hospitality experience is a plus but not required. You need strong communication skills, problem-solving ability, genuine friendliness, and a collaborative mindset. Compensation for the sales path is $19–$21/hour plus uncapped commissions, with top performers typically earning $100,000+ annually. The company provides competitive benefits including medical, dental, vision, 401(k) match, paid vacation, stock options, and paid parental leave.

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