Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and support scalable, cloud-native backend services and REST APIs using Java and Spring Boot. Lead technical design and architecture, implement event-driven and asynchronous systems, optimize databases and performance, and drive CI/CD, observability, and operational excellence. Mentor engineers and collaborate with cross-functional teams to deliver reliable, high-performing solutions on AWS.

Lead technical direction and execution of ecommerce search platforms. Mentor engineers, develop advanced search features (NLP, vector search, personalization), define KPIs, optimize relevance using analytics and ML, and collaborate cross-functionally to align search initiatives with business goals.

Author, manage, and publish digital content and product data across CMS (AEM) and PIM systems for rental and used equipment experiences. Ensure content accuracy, SEO optimization, metadata/tagging, and consistent taxonomy. Collaborate with product owners, marketing, UX, and engineering to support landing, product, and marketing pages, manage content lifecycle, perform audits, and maintain content governance and data quality.

Lead and operationalize enterprise payments governance for Caterpillar, establishing standards, decision frameworks, and controls across business units. Facilitate cross-functional governance reviews, manage PSP selection lifecycle and exceptions, drive standards adoption, and measure governance effectiveness. Partner with Treasury, Tax, Legal, Finance, ERP, Architecture, and Digital teams to ensure scalable, compliant payment decision-making.

Perform data cleaning, exploratory analysis, and build/productionize ML and statistical models (including NLP) to generate business value for service and fluids-analysis domains. Collaborate with cross-functional teams, present findings to stakeholders, and work independently on analytics projects within an Agile environment.

Own and evolve dealer-facing product strategy and roadmap for Cat Rentals. Translate dealer and rental business needs into scalable Dynamics 365 and AI-enabled solutions, prioritize backlog, define future workflows, partner with Microsoft/Accenture/engineering, and measure KPIs to improve dealer responsiveness, automation, and customer satisfaction.

Lead the Rental Data Model strategy and dealer integrations, translating rental business needs into scalable data products. Drive data standards, governance, roadmap prioritization, validation, and root-cause analysis while partnering with engineering, analytics, dealers, and stakeholders to ensure data quality and enable trusted reporting and customer experiences.

Own the strategy, roadmap, and execution of a Unified Catalog/PIM platform. Define product data models, taxonomies, governance, integrations (CMS, CPC, suppliers), prioritize backlog, translate requirements into user stories, and partner with engineering, content, analytics, marketing, and dealer teams to improve data quality and enable PLP/PDP, search, localization, and multi-region digital experiences.

Design, build, test, and maintain scalable backend RESTful APIs and microservices using Java and cloud platforms. Lead feature implementation, ensure security (OAuth2/JWT), mentor engineers, drive CI/CD automation, support production issues, and contribute to architecture, API contracts, observability, and operational excellence.

Provide technical leadership to design, build, and operate scalable, secure cloud-native microservices and REST APIs (Java/Spring Boot/AWS). Drive architecture, code reviews, automated testing, CI/CD, observability, and resolution of complex production issues while collaborating with product, UI, and partner teams.