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AI Context Window Overflow Handling Engineer

Owen Goldberg

Full-time · Job · Los_Angeles

About the role

Prompt caching, RAG quality, and multi-model routing are the core of what we build. Long-running agent sessions keep hitting context window limits mid-task, and today the fallback behavior is a hard truncation that silently drops earlier instructions. You'll design a graceful overflow strategy that summarizes, re-ranks, or offloads context before the limit is hit, so agents keep working coherently on long tasks instead of failing quietly. This is a high-visibility problem affecting nearly every customer workload on our platform.

Responsibilities

  • Design overflow-handling strategies for agent sessions approaching context limits
  • Build summarization and re-ranking logic to preserve critical context under pressure
  • Benchmark overflow strategies against task completion quality on long sessions
  • Partner with applied teams to roll out overflow handling across production agents

Requirements

  • 5+ years building LLM infrastructure or agent tooling
  • Deep hands-on experience with LangChain and prompt engineering practices
  • Familiarity with RAG pipelines and context management techniques
  • Experience designing systems that fail gracefully under real-world load

Benefits

  • Fully remote position
  • Significant equity
  • Health, dental, and vision coverage
  • Conference speaking budget
  • Flexible PTO

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Job Type

Full-time

Level

Senior

Language

English

Salary Range

$160k – $200k / year

AI Expertise

NLP & Prompt Engineering MLOps & AI Infrastructure

Skills

python langchain prompt engineering openai api rag

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