SlipstreamJobsFresh Startup & VC-Backed Jobs

Customer Experience Advocate (Remote, Insurance Tech Startup)

Jerry - Remote - Remote - posted 2026-10-08

Apply on the company site

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 insurance platform helping customers manage car, home, and motorcycle insurance through a modern app experience. The company has grown to 5M+ customers, raised $240M+, and achieved profitability in 2024. You'll join the Customer Operations team in a fully remote role that combines customer service and sales elements. The role operates on two career paths—sales or service—and the company will help you discover which suits you best during the interview process. Your responsibilities will include: - Delivering exceptional customer care by proactively identifying customer needs beyond their immediate questions, such as coverage gaps, available discounts, and upcoming renewals. - Handling inbound calls from customers shopping for auto, home, motorcycle, and other policies, as well as from existing policyholders requesting changes. - Developing deep product knowledge across Jerry's panel of insurance carriers to match customers with the right coverage. - Problem-solving to remove barriers between customers and appropriate insurance solutions. - Processing service requests including vehicle, driver, and lienholder updates, and policy document management. - Contributing product feedback through a short feedback loop—your suggestions directly influence product development. The work environment is fast-paced, high-energy, and team-oriented. The company offers flexible scheduling (choose between a standard 5-day/8-hour week or a 4-day/10-hour week), fully remote work with equipment provided, and a strong culture emphasizing both professional excellence and peer support. Jerry is backed by Y Combinator and led by serial entrepreneurs with experience from Nvidia, Meta, Amazon, BCG, McKinsey, Bain, and GEICO. The company consistently ranks among Y Combinator's Top Companies and Forbes/Statista's Best Startup Employers. REQUIREMENTS: - Prior work experience in customer service, sales, or hospitality is a plus but not required. - Genuinely friendly and positive attitude with strong teamwork orientation. - Strong work ethic and 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 salaried); or AZ, FL, GA, NV, NY, NC, TN, TX, UT, or VA (full-time hourly). - P&C insurance license preferred; company will pay for licensing if you don't have it.

Similar roles