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Salary: USD 19 - 21 / hourly
Jerry is an AI-powered insurance platform that simplifies car, home, and motorcycle insurance for customers. 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 inside sales and customer service.
In this position, you'll handle inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from existing policyholders needing changes or support. Your responsibilities include taking excellent care of customers by identifying coverage gaps, highlighting available discounts, and catching renewal issues before they spike. You'll develop deep product knowledge across Jerry's large panel of insurance partners, understanding which coverage fits which customer—this is the core craft of the role. You'll process service requests (vehicles, drivers, lienholders, policy documents), solve problems to remove barriers to the right coverage, and provide feedback to improve the product. The role runs on two paths: you may lean toward sales or service, and the company will help you discover your strength during the interview process.
The work is fast-paced, high-energy, and team-oriented. You'll have opportunities to shape the customer experience as the product evolves constantly. The company offers flexible scheduling (5-day 8-hour or 4-day 10-hour weeks), work equipment provided, and a short feedback loop where your suggestions actually ship. Jerry will pay for your P&C insurance license if you don't have one yet.
The company is remote-first but has offices in Palo Alto, New York City, Chicago, and Toronto if you prefer hybrid or in-person work. Jerry is backed by Y Combinator, led by serial entrepreneurs, and has team members from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. The culture emphasizes competitive but kind people who think like owners and pursue mastery.
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 one of these states: AZ, CA, CO, FL, GA, IL, MA, NC, NJ, NV, NY, OR, TN, TX, UT, VA, or Ontario, Canada (for full-time hourly roles, residency in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA is required)
