Senior Staff Machine Learning Engineer, AI Evaluation & Data Flywheel, CSxAI

Role Overview

Airbnb was born in 2007 when two hosts welcomed three guests to their San Francisco home and has since grown to over 5 million hosts who have welcomed over 2 billion guest arrivals in almost every country across the globe. Every day, hosts offer unique stays and experiences that make it possible for guests to connect with communities in a more authentic way.

AI and ML are at the heart of the Airbnb product. From Trust to Payments, and from Customer Service to Marketing, we rely on ML to ensure that guests and hosts have the best possible experience with Airbnb.

The Core ML team is responsible for driving CSxAI (Customer Support x Artificial Intelligence) initiatives by adopting Generative AI technologies to enable an intelligent, scalable, and exceptional service experience. The team develops and enhances AI models, ML services, and tools including LLM fine-tuning and optimization, RAG/Search, LLM evaluation and testing automation, feedback-based learning, and guardrails for a wide range of applications at Airbnb.

The richness of Airbnb's data, the complexity of its marketplace, and the variety innate in our product mean that we need to operate at the state of the art of AI practice. We are committed to long-term innovation to solve complex problems, and to do that we need experienced ML talent.

The Difference You Will Make

In this Senior Staff role, you will set technical direction and lead execution for ML evaluation and the end-to-end data flywheel powering CSxAI products (e.g., assistive agents, issue resolution, and tooling). Your work will define how we measure quality, how we turn feedback into learning signals, and how we continuously improve models and products safely and efficiently. You will partner closely with product, engineering, design, and operations to build evaluation systems that are trusted, scalable, and actionable - connecting offline metrics to online outcomes.

A Typical Day

• Define evaluation strategy and success metrics for GenAI systems, aligning offline evaluation with online business and customer experience outcomes.
• Build and scale evaluation frameworks (golden sets, synthetic data, automated regressions, rubric-based grading, LLM-as-judge where appropriate) with strong controls for bias, drift, and reliability.
• Design the data flywheel: instrumentation, feedback collection, data quality checks, labeling strategy, dataset versioning, and governance to support continuous improvement.
• Lead cross-functional quality initiatives across product, ops, and engineering, driving clarity on what “good” looks like and how teams act on evaluation results.
• Develop and productionize pipelines for dataset creation, model monitoring, evaluation-at-scale, and continuous testing (pre-deploy and post-deploy).
• Drive technical decisions and architecture for evaluation and data infrastructure, balancing speed, rigor, cost, and safety.

Minimum Qualifications

• Educational Background: PhD in Computer Science, Mathematics, Statistics, or related technical field (or equivalent practical experience).
• Industry Experience: 10+ years building, testing, and shipping ML/AI systems end-to-end; including 2+ years of experience with GenAI/LLM systems in production.
• Leadership Experience: 5+ years leading large, ambiguous technical initiatives as a senior IC, influencing roadmap and engineering/science direction across teams.
• Technical Proficiency:
  • Deep expertise in evaluation methodology (offline/online alignment, metric design, human-in-the-loop evaluation, A/B testing, power analysis, regression testing).
  • Hands-on experience with GenAI systems, including orchestration, retrieval, tool calling, memory, etc.
  • Experience building data pipelines and quality systems (labeling workflows, dataset curation, versioning, monitoring, and governance).
  • Solid ML fundamentals and best practices (model selection, training/serving, monitoring, reliability, and model lifecycle management).

Preferred Qualifications

• Customer Support Systems: Experience applying ML/AI to customer support workflows (e.g., agent assist, classification/routing, resolution recommendation, QA).
• Infrastructure & Quality at Scale: Experience building robust evaluation platforms for agent behavior validation, safety/guardrails, and continuous improvement.
• Agile Practice for Applied AI: Proven ability to take evaluation and data flywheel work from incubation to production, iterating quickly while maintaining scientific rigor.