AI Systems Architect
Job Location:
San Francisco, CA - USA
Yearly Salary:
Posted:
Application Deadline:
Vacancies:
Job Summary
Why you should join us:
The opportunity is massive car insurance alone is a $300B market in the U.S. We spent the last few years building our supply (we work with 100 insurance carriers) and our technical infrastructure (60% of policies today are sold automatically without human intervention 90% of inbound customer inquiries are resolved via AI and automation). The next chapter is about accelerating our growth going from 5M to 50M customers by 2030.
The technical challenge:
Our insurance marketplace is our core product today and our ability to automate the end-to-end shopping experience is our core differentiator. The AI & Automation team owns the most critical part of that how we automate the entire insurance quoting experience for our customers and orchestrate complex multi-step transactions with external insurance provider systems to finalize policy purchases.
Before off-the-shelf AI agents existed we built our own proprietary infrastructure to scale automated insurance purchases and customer support. Today 60% of insurance policies are sold automatically without human intervention and 78% of inbound customer inquiries are resolved via AI and automation with 83% reporting a positive experience.
Our current system is working but our use cases are rapidly growing as our business expands beyond car insurance and available AI models are also evolving. We need someone to lead the charge in building our next generation AI system including building new automations for things like document validation (drivers licenses proof of insurance etc) voicebot expansion into stateful phone-based interactions and enable our bots to have direct external system navigation to resolve complex issues more quickly and accurately than human agents.
What youll own:
Set the technical bar for our chatbot systems shape what the prompt engineering team builds next and keep the architecture sound as it scales.
Build new automations across areas like record disputes email/callout reduction document validation (ex. licenses proof of insurance).
Evaluate emerging AI technology (voicebot computer use agents and beyond) make the call on what we invest in next build and ship to production.
Partner with OpenAI to evaluate and deploy next-generation voice models and workflow automation.
Who you are:
5 years in software engineering ideally at an early-stage startup where you owned outcomes end-to-end.
You are a builder. You dont need someone else to write the spec.
Real hands-on depth with AI: youve built with a new model within days of its release and you can explain why one architecture or approach beats another not just point at a demo.
Experience putting LLM-based systems into production including the unglamorous parts: evals regressions latency cost and failure-handling.
Our tech stack: TypeScript ( React) GraphQL AWS (ECS/EKS Lambda) LLM models (OpenAI Anthropic Claude Google Gemini)
While we appreciate your interest and application due to the volume of applications we receive only applicants under consideration will be contacted.
is proud to be an Equal Employment Opportunity employer. We prohibit discrimination based on race religion color national origin sex pregnancy reproductive health decisions or related medical conditions sexual orientation gender identity gender expression age veteran status disability genetic information or other characteristics protected by applicable local state or federal laws.
is committed to providing reasonable accommodations for individuals with disabilities in our job application process. If you need assistance or an accommodation due to a disability please contact us at
The successful candidates starting pay will fall within the pay range listed on this job posting determined based on job-related factors including but not limited to skills experience qualifications work location and market conditions. Ranges are market-dependent and may be modified in the addition to base salary the compensation may include opportunities for equity grants.
We offer a comprehensive benefits package to regular employees including health dental and vision coverage paid time off paid parental leave 401(K) plan with employer matching and wellness benefits among others. Equity opportunities may also be part of your total rewards package. Part-time contract or freelance roles may not be eligible for certain benefits.
About
Your car and your home are your most expensive assets. And for most people these arent just purchases theyre the physical embodiment of the life youve worked hard to build. Yet the experience of owning them is stuck in the 90s. Every step of the journey buying insuring maintaining repairing selling is fragmented complicated and expensive.
Imagine having a trusted friend in your pocket who takes care of everything: they find you the right car or home at the right price lock in the best insurance rate without you lifting a finger remind you before that service appointment turns into an expensive repair or worse an accident and help you sell at the best price when the time is right. That friend is Jerry.
Jerry is building the first AI agent to manage all your physical assets. We started with car insurance in 2019 became one of the top 3 brokers in the U.S. then added driving insights diagnostics and a repair marketplace.
Weve reached 5M customers raised $240M and have been profitable since 2024. Were now expanding into home motorcycle RV and beyond.
Were fully remote with offices in Palo Alto New York Chicago and Toronto.
Required Experience:
Staff IC
About Company
Jerry, America's AllCar™ app, is the easiest way to compare car insurance policies, refinance car loans, estimate repair costs, and more. 4.7/5 rating.
