Overview Join a pre-IPO startup with capital ($240M raised), traction (5M+ customers), and runway (we’re profitable). Impact: Come lead our customer-facing Agentic AI product leveraging LLMs, agents, and internal APIs to create a magical experience for our customers. Work with partners like OpenAI to integrate Jerry.ai services directly into the ChatGPT App and pioneer new model capabilities. Accelerated career growth. We have a flat org chart, ambitious goals, and no shortage of opportunities for people who want more. You’ll also report directly to our COO, leading one of our most important growth levers.

Why We’re Hiring This Role Your car and your home are your most important assets, yet the experience of owning one is stuck in the 90s. Every part of the journey — buy/sell, insurance, maintenance, repairs — is fragmented, complicated, and expensive. Jerry.ai is building the first app to manage it all. We launched car insurance in 2019 and became one of the top three brokers...