Top Tech Jobs & Startup Jobs in Chicago, IL

Provides technical leadership for designing, developing, testing, deploying, and supporting backend RESTful API services on an AWS-hosted digital platform. Leads microservices development, resolves complex technical issues, mentors developers, conducts code reviews, establishes software quality practices, creates documentation, and contributes to cross-functional Agile teams. The role requires Java and Spring Boot experience, cloud deployment knowledge, messaging and database familiarity, and CI/CD experience.

Lead global adoption and engagement strategies for Caterpillar’s condition monitoring digital products, including Foresight and Inspect. Analyze usage trends and dealer feedback, identify adoption barriers, develop retention initiatives, and execute targeted campaigns and messaging. Partner with product, marketing, regional, and field teams to improve customer journeys, scale best practices, build dealer communities, and generate measurable revenue, feedback, and business outcomes.

Lead and develop a software engineering team building cloud-native AI agents, assistants, orchestration frameworks, tooling, and observability solutions. Own technical strategy, architecture, delivery, reliability, security, scalability, operational excellence, and production support. Partner with product, data science, architecture, and business teams while managing releases, resources, risks, and multiple initiatives. Coach engineers, improve engineering practices, and ensure responsible AI and governance compliance.

Develop and deploy Python data pipelines and business data objects. Design software solutions, implement source-to-target mappings, build CI/CD pipelines, resolve complex technical issues, and perform unit and integration testing. The role also promotes software quality, engineering best practices, team improvement, and development of digital data capabilities.

Own product data quality for Prime and Parts digital experiences by profiling data with SQL and Python, building scorecards and dashboards, detecting anomalies, automating exception triage, defining content standards, validating migrations, and communicating data health trends. The role partners with engineering and business stakeholders to improve governance, reconciliation, enrichment, and scalable data quality processes across product domains.

Leads technical strategy, architecture, delivery, quality, and reliability for the PIM platform. Manages Akeneo engineering and the Informatica P360 migration, reviews solution designs and integrations, oversees backlog and release readiness, resolves technical issues, and manages vendor/SOW activities during the transition.

Leads digital insights project delivery from planning through launch and post-launch follow-up. Manages scope, schedules, dependencies, risks, requirements, acceptance criteria, stakeholders, workstreams, implementation, testing, governance, and reporting. Partners with analysts, product owners, customer-facing teams, and business and technical contributors to align project outcomes with business objectives. Uses data, user feedback, and adoption measures to support decisions and evaluate results.

Owns vision, roadmap, backlog, and delivery for software coordinating autonomous construction machines, with emphasis on exception management and remote operation. Partners with design, research, engineering, customers, dealers, and field support to prototype concepts, validate user needs, prioritize features, resolve issues, and drive adoption. The role requires product management, software business knowledge, AI-assisted prototyping, business analysis, communication, decision-making, and software engineering understanding.

Leads software test engineering for Caterpillar’s AI and autonomy programs. Defines AI testing strategy, quality standards, frameworks, tooling, automation, and governance. Manages and develops test engineering leaders and teams, architects model-validation and data-quality solutions, and partners with engineering, product, and data science teams to ensure reliable, safe, compliant systems. Drives continuous improvement through automation, observability, AI-assisted development, and scalable quality practices.

Design, develop, test, integrate, and support software applications within an agile engineering team. Translate requirements into technical solutions, write maintainable Java code, automate workflows, perform application integration and testing, and support ongoing maintenance. The role emphasizes Java, Spring Boot, cloud technologies, microservices, OpenSearch, AWS, and containerized deployments using Fargate and ECS.