SlipstreamJobs tracks this role from the company's public career site. Apply directly on the employer's site.
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 in 2024. You'll join the Customer Operations team in a dual-track role that combines sales and service responsibilities, with the flexibility to discover which path suits you best during the interview process.
In this fully remote position, you'll be the trusted advisor customers rely on to navigate insurance, repairs, financing, and maintenance. Your day-to-day responsibilities include:
- Answering inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from existing policyholders needing changes or support
- Providing consultative service that goes beyond answering the immediate question—identifying coverage gaps, uncovering applicable discounts, and flagging upcoming renewals that may spike
- Developing deep product expertise across Jerry's large panel of insurance partners to match the right coverage to each customer
- Processing service requests including vehicle updates, driver changes, lienholder information, and policy documents
- Problem-solving to remove barriers between customers and appropriate coverage
- Feeding product feedback into a short feedback loop where your suggestions actually ship
The role is fast-paced, high-energy, and team-oriented. You'll have opportunities to shape the customer experience as the product and services evolve constantly. Jerry offers flexible scheduling (choose between a standard 5-day/8-hour week or a 4-day/10-hour week), work equipment provided, and a strong culture built on people who take their work seriously and help each other just as seriously.
The company is remote-first but also maintains offices in Palo Alto, New York City, Chicago, and Toronto if you prefer hybrid or in-person work.
QUALIFICATIONS:
- 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 reside in AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA)
- P&C insurance license preferred; Jerry will pay for licensing if you don't have it yet