Top Tech Jobs & Startup Jobs in Chicago, IL

Partner with Community Support leadership to provide strategic financial analysis, build ROI and unit-economics frameworks, evaluate AI and support-model investments, drive forecasting and annual planning, support commercial negotiations, and translate data into executive recommendations across Product, Engineering, Finance, and Operations.

The Principal Machine Learning Engineer will fine-tune and optimize LLMs for various applications, develop AI products, and enhance ML infrastructure in collaboration with cross-functional teams.

Build, evaluate, and deploy LLM/ML models and synthetic datasets to improve Community Support. Identify opportunities via data exploration, analyze structured and unstructured data, automate LLM evaluation, personalize experiences, and collaborate cross-functionally to drive product and operational impact.

Build and productionize large-scale ML models and pipelines for query understanding and personalization. Work on autocomplete, query tagging/NER, query expansion, intent modeling, and LLM-powered natural-language search. Collaborate cross-functionally to design, deploy, and monitor batch and real-time systems, leveraging modern ML infrastructure and tooling to improve search relevance across Airbnb products.

Design and evaluate causal inference experiments and causal ML models to measure product impact, optimize resource allocation, and inform support operations. Build, deploy, and iterate statistical/ML models, analyze tradeoffs, collaborate cross-functionally, and communicate insights to influence decisions and scale data science capabilities.

As a Senior Staff Engineer, you will lead technical vision and architectural direction for Payments Compliance, ensuring scalable and cohesive compliance systems while partnering with cross-functional teams to navigate regulatory requirements.

Lead strategy, roadmap, and execution of Airbnb's quality tooling platform. Own automation and AI-driven evaluation for agent performance, partner with engineering and operations, define success metrics, drive cross-functional alignment, and ensure tooling meets QA and operational needs at scale.

As a Senior Staff Machine Learning Engineer, you will drive AI product development, collaborate with cross-functional teams, and enhance ML models at scale.

Lead global launch and scaling of new travel-adjacent service categories by developing end-to-end program plans, coordinating cross-functional teams, performing SQL-based analytics and financial modeling, defining KPIs, sourcing supply strategies, and building operational processes to enable rapid, scalable growth.

Lead product strategy and roadmap for the end-to-end dispute lifecycle (chargebacks, representments, pre-arbitration, prevention). Partner with engineering, data science, analytics, operations, and partners to build decisioning, scaling infrastructure, proactive prevention, and enforcement programs to reduce losses while protecting community trust and expanding coverage across payment methods and geographies.