Senior AI Engineer - Observability

Sr AI Engineer (Observability)

Function: Engineering

Reports to: Director, Software Engineering

Location: Remote - United States

Position Summary

OnBoard is a board intelligence platform trusted by over 6,000 organizations to simplify governance, and we are building AI-powered product experiences across RAG pipelines, semantic search, summarization, and emerging agentic workflows. We are looking for a Senior AI Engineer to help make those experiences reliable, measurable, cost-effective, and safe in production.

This is a hands-on engineering role for someone who wants to build AI systems, not just observe them. You will partner with product engineering teams to design and improve AI features, instrument them deeply, and — critically — define how we know those features actually work. You will build the evaluation pipelines and datasets that tell us whether an AI experience is good enough to ship, analyze real-world behavior, and turn production signals into product and architecture improvements.

You will help define how OnBoard ships AI: how we test prompts and retrieval quality, detect regressions, monitor cost and latency, evaluate user-facing quality, and safely evolve models, prompts, datasets, and providers over time.

The right person is a strong software engineer with practical LLM application experience and a genuine quality mindset. You care not only that an AI feature works in a demo, but that it performs consistently for customers, degrades gracefully, provides traceable results, and improves through feedback loops. And you have real opinions about what makes an evaluation trustworthy — not just that one exists, but whether it measures the right thing.

What You'll Do

Build and improve AI-powered product systems

* Partner with product engineers to design, build, and improve AI features using LLMs, RAG, semantic search, and agentic workflows

* Contribute directly to production codebases in Python, C#/