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Senior Manager, AI Agents and Automation
Full-time
Jerry.ai is a pre-IPO startup ($240M raised, 5M+ customers, profitable) building the first app to manage your car and home across buy/sell, insurance, maintenance, and repairs. This role leads the customer-facing Agentic AI product, leveraging LLMs, agents, and internal APIs, and reports directly to the COO.
Why We're Hiring This Role
Jerry's homegrown AI infrastructure already automates over 70% of inbound sales and service requests (50k+ chats per month), but prompts live across six separate locations with no single source of truth. You will own the unified platform and decide where the next big bets, voicebot, computer use, and consumer AI applications, belong on the roadmap.
How You'll Make an Impact
Lead end-to-end development for the AI platform and customer experiences, from roadmap to rollout.
Partner with engineers to design prompt strategies, evaluation frameworks, and guardrails, balancing latency, cost, and accuracy.
Serve as the technical translator between engineering and the broader organization, establishing AI best practices and platform standards.
Drive systematic improvement in answer quality, customer satisfaction, and automation rates through rigorous experimentation.
Work with partners at OpenAI to evaluate and deploy next-generation voice models and workflow automation.
Who You Are
Technologist: You live and breathe AI and build your own custom workflows.
Systems Thinker: Comfortable with technical conversations about API design and system architecture.
Experimenter: Constantly tinkering and finding new capabilities.
Data-Driven: Familiar with SQL and comfortable validating hypotheses with data.
Pragmatic: Able to navigate technical tradeoffs and lead by example.
Ideal Experience
4+ years in a technical role like forward deployed engineering or technical product management at a fast-paced startup.
Passion and curiosity for AI systems including modern LLMs.
Track record of turning complex, strategic ideas into scalable, production-grade products.
