Top Tech Jobs & Startup Jobs in Chicago, IL

Own enterprise platform architecture across legacy and cloud-native environments. Define standards and reference architectures for Kubernetes, Kafka, Flink, AWS, GitOps, CI/CD, and observability. Lead modernization, migration, proof-of-concept efforts, resilience improvements, capacity planning, and performance engineering. Partner with application architecture, engineering, security, operations, and stakeholders to deliver scalable, secure, operable platforms supporting high-throughput clearing workloads and financial-market resilience requirements.

The Sales Support Associate will provide customer service, operate POS systems, manage stock levels, and support sales floor activities.

Build and improve Adyen’s documentation experience through front-end UI updates, interactive developer-focused features, docs-as-code workflow improvements, and Grav CMS integrations. Experiment with data and AI workflows to enhance user and agent experiences, validate AI-generated outputs, reduce technical debt, and iterate quickly based on feedback. The role requires working in Adyen’s Chicago office at least three days per week.

Own People analytics, HRIS administration, compensation benchmarking, performance reviews, promotion and leveling cycles, and offboarding. Build reporting infrastructure, maintain data integrity, automate processes, and translate workforce data into actionable recommendations. Support onboarding, benefits, leave, employee questions, and cross-functional People Operations initiatives while handling confidential employee information.

Drive revenue for T-Mobile Advertising Solutions by expanding agency and brand relationships, developing prospects, building pipeline, closing new business, and managing high-impact accounts. The role requires strong digital advertising expertise, existing agency and client networks, and experience with programmatic, location-based data, and analytics. The Senior Account Executive will work with business leaders in a hybrid Chicago role and maintain client relationships through service and campaign performance.

Own and evolve paid media strategy across search and social channels, including Google Ads, Meta, TikTok, and app campaigns. Manage budgets, pacing, optimization, audience and keyword strategies, creative testing, and full-funnel media planning. Develop test-and-learn roadmaps, analyze performance data, maximize ROAS, present client-facing insights, and evaluate emerging advertising platforms and formats across multiple client accounts.

Develop and test AI-powered applications and internal tools using LLMs and AI APIs. Build prototypes, integrate AI services across web, mobile, and backend systems, participate in code reviews and sprints, and apply best practices in software engineering and generative AI.

Lead consumer credit risk strategy and manage analysts evaluating lending portfolios. Develop underwriting guidelines, credit policies, and risk oversight processes; monitor delinquency, charge-offs, approvals, and risk-adjusted returns. Support new product evaluations, analyze portfolio performance, generate reporting using SQL, Excel, and Power BI, and recommend risk-return improvements. Partner with lending, audit, regulatory, and second-line risk teams while hiring, coaching, and developing staff.

Conduct generative and evaluative UX research for enterprise software across the product lifecycle. Use qualitative and quantitative methods to identify user needs, synthesize findings, and inform product, design, and engineering decisions. Create personas, journey maps, recommendations, and research repository contributions. Support AI-powered product experiences with rigorous, privacy-aware research while partnering cross-functionally to reduce product risk and improve usability.

Own strategic finance and FP&A support for the go-to-market organization. Responsibilities include forecasting bookings, revenue, pipeline, headcount, compensation, and marketing spend; managing budgets and scenario analyses; leading GTM reporting and month-end close; defining SaaS metrics; analyzing sales productivity, marketing efficiency, churn, retention, pricing, and deal economics; and advising executive leadership on resource allocation and growth strategy.