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Senior AI Engineer

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Location: Remote
Compensation: Salary
Reviewed: Tue, Nov 03, 2026
This job expires in: 30 days

Job Summary

Owning the development of AI agents from prototype to production, the full-time Senior AI Engineer will design and build LLM-powered workflows and evaluations for the auto casualty business, working remotely or in Chicago.

Key Responsibilities:
  • Design and build LLM-powered agents and workflows, including orchestration and human-in-the-loop review
  • Build evaluations with data labelers and subject matter experts, running them on every change
  • Ensure agents are production-grade by implementing guardrails, observability, and careful handling of sensitive health data
Required Qualifications:
  • Typically 5+ years of professional software or ML engineering experience, with recent work involving LLMs
  • Strong production engineering skills in Python and experience with API services and TypeScript
  • At least one year of experience shipping LLM-powered products to real users, including retrieval and prompt engineering
  • Experience designing evaluations for non-deterministic systems and a habit of measuring results before and after changes
  • A quantitative mindset with comfort in metrics, sampling, and error analysis

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