Top Tech Jobs & Startup Jobs in Chicago, IL

Provides production support and platform stability for Azure cloud services and APIs. Owns incident resolution, coordinates cross-team troubleshooting, leads root cause analysis, maintains monitoring and operational runbooks, and drives reliability improvements. The role also supports on-call response, release and rollback processes, knowledge transfer, and operational readiness across distributed cloud services.

Performs data analysis, validation, mining, processing, modeling, and ETL activities on large, diverse datasets. Collaborates with senior team members to build backend data infrastructure, assess data accuracy, identify inconsistencies, and deliver business insights through reporting and visualization. The role uses SQL, Python, machine learning, cloud technologies, data governance, and data quality practices to support digital product development and data-driven decisions.

Provides application security engineering across the software development lifecycle. Responsibilities include managing security defects, consulting with engineers and architects, enabling security testing tools, coordinating penetration testing, measuring application security maturity, and documenting corrective actions. The role requires software development and integration knowledge, cloud experience, and expertise in analyzing and remediating findings from SAST, DAST, SCA, penetration testing, and related security assessments.

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.

Leads enterprise marketing technology architecture and multi-year roadmaps across content, digital experience, PIM, commerce, analytics, personalization, identity, and omnichannel platforms. Designs application, data, integration, and infrastructure architectures; guides platform strategy, governance, security, privacy, and lifecycle management. Partners with marketing, product, data, security, and engineering teams, evaluates technologies, leads architecture reviews, resolves complex design issues, directs delivery partners, and mentors technical talent while aligning investments to measurable business outcomes.

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.

Leads the technical vision, architecture, and delivery of enterprise search analytics and ontology solutions for ecommerce. Manages and mentors software engineering teams, integrates platforms, oversees IT service operations and quality, and improves search relevance using NLP, vector search, personalization, machine learning, and performance KPIs. Partners with product, data science, and engineering leaders while driving ontology, metadata, governance, and semantic search adoption across digital commerce.

Leads Caterpillar’s Condition Monitoring Analytics Transformation team and portfolio. Manages 8–12 data scientists while providing hands-on technical guidance on machine learning, AI, predictive maintenance, failure modeling, evidence clustering, persona modeling, and closed-loop learning. Collaborates with commercial, product, engineering, R&D, and MLOps teams to deploy scalable analytics solutions, prioritize resources, drive innovation, and develop team talent.

Develop machine learning, deep learning, statistical, and Generative AI solutions using equipment and telematics data. Build models for anomaly detection, failure prediction, remaining useful life, and risk assessment. Support digital products through reliability monitoring, incident response, automation, connectivity planning, technical analysis, and performance optimization. Partner with engineers and data scientists on AI, analytics, IoT, and digital product initiatives.

Develop and support AI-powered digital solutions across mobile, web, cloud, and enterprise platforms. Responsibilities include designing microservices, enabling APIs, deploying Microsoft Fabric patterns, developing AI agents, building Python data pipelines, testing software, resolving defects, evaluating emerging technologies, and contributing to UI/UX design. The role offers hands-on development, mentorship, and project ownership for candidates with up to two years of experience.