Senior Software Engineer II - Applied AI and Evaluations

Smartsheet

Remote regions

US

Salary range

$175,000–$245,000/yr

Benefits

Similar Jobs

See all

You Will:

  • Own agent quality end-to-end: diagnosis, improvement, and validation across SmartAssist's orchestrator and subagents
  • Identify failure modes across quality dimensions factual accuracy, completeness, tone, actionability, and latency and prioritize what to fix
  • Drive quality improvements through prompt engineering, context engineering, and RAG retrieval tuning

You Have:

  • 8+ years of software engineering experience, with at least 2 years working directly with LLMs in production
  • Deep, hands-on experience with prompt engineering and context engineering, you understand how model behavior changes with framing, structure, and input design
  • Strong working knowledge of RAG architectures: chunking strategies, embedding models, retrieval evaluation, and failure diagnosis

Why This Role:

  • You will have real ownership, not a supporting role on someone else's roadmap
  • SmartAssist is shipping to real users; this work has immediate, visible impact
  • You will be part of a fast-moving team that deeply values engineering rigor and actively seeks diverse perspectives

Smartsheet

Smartsheet has been helping people and teams achieve for over 20 years. They are building tools that empower teams to automate the manual, uncover insights, and scale smarter.

Apply for This Position