Remote Agentic AI/LLM Engineer for Coverage Intelligence

Bold Penguin; Dublin (OH); Remote; USD 140,000 - 190,000; Full time

Benefits offered by this job

Medical/Dental/Vision

Flexible PTO

401(k) match

Employee Assistance Program

Parental Leave

Disability and Life Benefits

Job summary

Bold Penguin is seeking an Agentic AI / LLM Engineer to design and build AI systems for turning complex insurance documents into reliable, explainable coverage intelligence within the Digital Exchange. You will own problems end to end, from understanding unstructured documents to building agents that reason about coverage, ensuring traceability and accuracy.

You will work with coverage and ontology experts, shape technical direction, and contribute to a startup-like environment while

Qualifications

• 5+ years' experience in software engineering or applied machine learning, including 2+ years building LLM applications in production.
• Strong Python skills with typed schemas for structured output (e.g., Pydantic).
• Hands-on experience extracting structured data from complex documents using PDF parsing, OCR and vision-language models.
• Experience with retrieval-augmented generation, embeddings and source-grounded output.
• Experience with LangGraph or similar agent frameworks (preferred).

Responsibilities

• Design, build and own production AI systems for document understanding and coverage analysis.
• Build agentic workflows that combine models, tools and human review, and recognize when a decision needs an expert.
• Ground outputs in source documents and domain knowledge so every result is traceable and explainable.
• Drive accuracy through evaluation, experimentation and error analysis against expert-labeled data.
• Make sound trade-offs across models and providers on accuracy, cost and latency.
• Partner with domain experts and engineers to turn expert judgment into durable system behavior.
• Help set the team’s technical direction as LLM and agent capabilities evolve.
• Other duties and responsibilities as assigned.

Skills

5+ yrs software/ML

LLM apps in production

Python (typed schemas)

Document OCR/ML models

Agentic workflows

RAG/embeddings

Evaluation metrics

Communication with domain experts

LangGraph (or similar)

LLM observability tools

Job description

Bold Penguin is seeking an Agentic AI / LLM Engineer to design and build AI systems for turning complex insurance documents into reliable, explainable coverage intelligence within the Digital Exchange. You will own problems end to end, from understanding unstructured documents to building agents that reason about coverage, ensuring traceability and accuracy.

You will work with coverage and ontology experts, shape technical direction, and contribute to a startup-like environment while