SlipstreamJobsFresh Startup & VC-Backed Jobs

Insurance Sales & Service Associate (Remote, Tech Startup)

Jerry - Remote - Remote - posted 2026-09-02

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 platform helping customers manage their most important physical assets—cars, homes, and motorcycles—through insurance, maintenance, repairs, and financing. The company is disrupting a fragmented, outdated insurance industry by building an integrated app that simplifies the entire ownership experience. As an Insurance Sales & Service Associate on the Customer Operations team, you'll be the voice and problem-solver for customers navigating auto, home, and motorcycle insurance. Your responsibilities include: • Handling inbound customer calls—both prospects shopping for policies and existing policyholders requesting changes or support • Mastering Jerry's product and a large panel of insurance carriers to match customers with the right coverage • Identifying customer needs proactively: spotting coverage gaps, qualifying customers for discounts, flagging upcoming renewals • Processing service requests (vehicle info, driver changes, lienholders, policy documents) • Problem-solving to remove friction between customers and the right insurance solution • Providing direct feedback to the product team; your insights directly influence what ships next The role is flexible: you'll work with the team during interviews to determine whether you're better suited to a sales or service path. Either way, you'll own the customer experience and help shape how Jerry evolves. You bring genuine friendliness, strong communication and problem-solving skills, and a solid work ethic. Prior experience in customer service, sales, or hospitality is a plus but not required. Jerry will pay for your P&C insurance license if you don't have one. The work is fast-paced, high-energy, and fully remote with equipment provided. Flexible scheduling options: 5-day/8-hour or 4-day/10-hour weeks. You'll work alongside a team that values both the work and each other.

Similar roles