CareerPlan

Senior

USAFull-time2026-10-15 → 2026-11-10
On-site

Core

Own evaluation frameworks and infrastructure measuring the accuracy, quality, and reliability of AI agents across workflows, assistants, document processing, and computer use.

Role type

Senior IC AI evaluation engineer (LLM agents)

Builds

Evaluation frameworks, golden datasets, benchmarks, regression suites, and production pipelines for insurance AI workflows

Domain

Insurance + Applied AI / LLM Agents

Deliverable

production ML models

Required skills

Python engineering, LLM architecture understanding, evaluation methodologies, model benchmarking, building production-grade systems, owning ambiguous technical problems

Preferred skills

LLM-as-judge systems, human evaluation, agent trajectory evaluations, large-scale benchmarking, open-weight models, fine-tuning, post-training, model routing, B2B SaaS 0-to-1 experience

Technologies

Python, LLMs, AI agents

Responsibilities

Develop golden datasets, benchmarks, and regression suites with Forward Deployed Engineers and domain experts for real-world insurance tasks and edge cases. Design evaluations for multi-step agent trajectories, tool use, reasoning, and end-to-end task completion. Build LLM-as-judge evaluations, deterministic graders, human evaluation workflows, and quality rubrics. Integrate offline and online evaluations into development and release processes to measure improvements and catch regressions. Benchmark frontier and open-weight models across accuracy, latency, cost, and reliability to inform model selection and production releases. Create continuous improvement loops using production failures, customer feedback, and agent traces.