Top Tech Jobs & Startup Jobs in Chicago, IL

Drive projects that improve AI agent effectiveness across software development workflows. Build and maintain reliable developer tooling, iOS frameworks, libraries, build systems, and testing infrastructure. Collaborate with cross-functional partners to improve developer productivity, increase AI agent efficiency and reliability, and deliver roadmap initiatives across large-scale codebases.

Lead iOS platform initiatives that improve developer productivity and AI-agent effectiveness across software development workflows. Build and enhance frameworks, tooling, libraries, build systems, CI, and testing infrastructure for Airbnb’s large-scale Swift codebase. Collaborate cross-functionally to identify inefficiencies, drive roadmap projects, support migrations, and improve AI-agent execution time, token efficiency, reliability, and quality.

Lead strategy and business operations programs for Airbnb’s Services & Membership team. Develop growth strategies, analyze marketplace performance using SQL, Excel, and Tableau, identify and test growth opportunities, build decision-support tools, and partner with product, marketing, data science, finance, and partnerships teams. Manage complex cross-functional workstreams, communicate business performance, and scale successful initiatives across geographies.

Provides hands-on technical leadership for foundational data engineering and analytics engineering. Owns multi-year data architecture, production pipelines, dimensional models, and trusted metrics spanning cloud costs, traffic, infrastructure, and AI usage. Designs new datasets integrating cost, utilization, performance, and reliability signals; establishes standards, coaches engineers, aligns stakeholders, and drives adoption across Infrastructure, Finance, Data Science, and Product Engineering.

Lead strategic finance and analytics for Airbnb’s incubation businesses. Build investment cases, financial models, forecasts, reporting frameworks, funnel analytics, unit economics, and capital allocation recommendations. Evaluate growth opportunities, returns, scalability, and business performance, then present clear recommendations to senior leadership. Partner cross-functionally with business, product, and analytics leaders in a fast-paced, ambiguous environment.

Leads Airbnb’s technical brand and content function, including the Tech Blog, cross-team engineering narratives, executive and engineer voices, distribution, conferences, academic and media relationships, open source presence, budgets, and vendors. Partners with Talent Acquisition to measure impact on senior engineering hiring. Requires technical fluency, strong editorial judgment, program discipline, stakeholder influence, risk management, and experience working directly with engineers.

Leads architecture and development of highly available, distributed backend systems supporting Airbnb’s AirCover insurance platform. Owns policy, coverage, enrollment, regional rules, experimentation, and scalable multi-region capabilities. Partners with product, data science, legal, and engineering teams; analyzes conversion data; ensures auditability, privacy, reliability, and data integrity; mentors engineers; and applies emerging technologies such as LLMs where beneficial.

Build and operate production machine learning systems for Airbnb Payments, including LLM agents, real-time fraud detection, anomaly detection, personalization, and checkout optimization. Design, train, deploy, monitor, and continuously improve batch and streaming AI applications at global scale. Partner with product, engineering, operations, and data science teams, establish model governance and testing standards, and mentor engineers.

Lead UX writing and content design for Airbnb’s AI-powered products. Create product copy, train and evaluate large language models, establish content guidelines and quality standards, and build scalable writing systems. Partner with Design, Product, Engineering, Legal, accessibility, and localization teams from concept through launch. Present work to executives, drive stakeholder consensus, manage multiple projects, and mentor the broader UX Writing team through critiques and strategic leadership.

Manage Airbnb’s supplier onboarding and risk management programs, including tools, processes, compliance monitoring, and supplier experience improvements. Lead procurement technology implementations and transformational initiatives, collaborate cross-functionally with Finance, Security, Sourcing, and operations teams, and provide expertise in source-to-pay, regulatory assessment, automation, AI, and procurement transformation. Measure operational health, communicate risks and progress, and recommend process enhancements aligned with business needs.