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Salary: USD 19 - 21 / hourly
Jerry is an AI-powered platform helping customers manage their most important physical assets—cars, homes, motorcycles, and more. The company has grown to 5M+ customers, raised $240M+, and achieved profitability since 2024. You'll join the Customer Operations team in a fully remote role that blends sales and service responsibilities.
In this position, you'll be the trusted advisor customers rely on to navigate insurance, coverage gaps, discounts, and policy changes. Your day-to-day work includes:
- Answering inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as existing policyholders needing service
- Developing deep product knowledge across a large panel of insurance carriers to match customers with the right coverage
- Identifying upsell and cross-sell opportunities—catching coverage gaps, qualifying customers for discounts, and flagging upcoming renewals
- Processing service requests (vehicle changes, driver updates, lienholders, policy documents)
- Problem-solving to remove barriers between customers and the right coverage
- Providing feedback to the product team; the company has a short feedback loop and ships suggestions regularly
The role is fast-paced and team-oriented. You'll work either a 5-day 8-hour week or a 4-day 10-hour week, with full flexibility. The company provides work equipment and covers your P&C insurance license if you don't already have one.
Jerry values people who are genuinely friendly, positive, and collaborative. The culture emphasizes taking work seriously while supporting each other. The company is backed by Y Combinator and led by serial entrepreneurs from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO.
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
- Strong problem-solving skills
- Strong communication skills
- Must currently reside in AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (full-time hourly employees must be in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA)