Top Tech Jobs & Startup Jobs in Chicago, IL

Provides onsite and remote desktop support for Windows devices, printers, mobile devices, peripherals, and enterprise applications. Troubleshoots hardware, software, networking, VPN, and connectivity issues; manages ServiceNow tickets and IT assets; supports equipment deployments, onboarding, offboarding, refreshes, and office moves. Collaborates with technical teams, follows cybersecurity and ITIL procedures, documents resolutions, and delivers customer service in an onsite Chicago federal environment.

Supports government program data collection and analysis by developing reports, dashboards, forecast models, automated reporting solutions, and briefing materials. Performs statistical analysis, data modeling, visualization, database development, documentation, and ad hoc reporting. Collaborates with government and contractor stakeholders, supports data collection tools, identifies performance indicators, and presents findings to agency leadership. The role is remote with potential future work at a Washington, DC government facility.

Develops, edits, and maintains complex technical documentation for enterprise IT hardware and software. Produces installation, configuration, implementation, transition, testing, systems engineering, and end-user guides. Collaborates with technical teams, improves content structure and clarity, corrects contextual errors, and edits graphics, tables, illustrations, data definitions, and data-flow documentation.

Develop and maintain production AI-powered software for mission-critical USPS systems. Design distributed, microservice-based architectures, improve reliability and scalability, identify bottlenecks, and modernize existing systems. Work across the technology stack, communicate architectural decisions, mentor junior developers, and use AI and automation tools to improve engineering outcomes. The role is remote and requires the ability to obtain Public Trust clearance.

Leads the strategy, architecture, and implementation of enterprise AI-assisted and cloud-native software development capabilities. Evaluates AI tools, establishes engineering standards, develops proof-of-concept solutions, guides technical architecture, and coaches engineering teams. The role requires full-stack development, cloud platforms, CI/CD, DevSecOps, secure coding, distributed systems, and experience delivering mission software across complex programs.

Leads a high-performing engineering team focused on people management, strategic execution, hiring, coaching, and delivery of core services and systems. The role sets priorities, manages performance, guides technical direction, addresses system and process risks, and partners cross-functionally to deliver business value. Responsibilities include managing employees and contractors, overseeing software development lifecycle execution, fostering psychological safety, improving operational excellence, and guiding teams through ambiguity and organizational change.

Plans and executes enterprise data migrations, conversions, transformations, archival, and cloud data platform operations. Builds ETL/ELT pipelines and migration scripts, performs profiling and source-to-target mapping, validates data, manages cutovers and rollback procedures, and troubleshoots migration issues. Optimizes cloud platforms, databases, workloads, security, access, cost, and performance while collaborating with engineering, governance, architecture, and business teams.

Investigates and responds to cybersecurity incidents, security alerts, suspicious activity, and threats across enterprise cloud, endpoint, identity, email, and collaboration environments. Uses Microsoft Defender, Purview, Sentinel, IDS, firewalls, and other monitoring tools for threat detection, incident response, risk assessment, compliance, and security operations. Maintains access controls, policies, procedures, and security requirements; conducts audits and investigations; recommends corrective actions; and improves detection and response capabilities.

Develops and maintains Power BI and Microsoft Power Platform solutions in secure government environments. Responsibilities include gathering requirements, analyzing data, creating visualizations and process models, coordinating enterprise platform initiatives, documenting systems, developing and executing test plans, troubleshooting issues, supporting deployments, and training end users. The role requires an active Secret clearance, security certification, extensive Power BI and Power Platform experience, and occasional travel under 10%.

Architect, deploy, and support AWS-focused multi-cloud environments across AWS, Azure, and GCP. Manage Okta identity federation, certificates, DNS, networking, governance, security controls, and IaC-based CI/CD pipelines. Serve as a Tier 3 escalation point, validate cloud service delivery, document solutions, and partner with customers and internal engineering, cybersecurity, and operations teams. The role requires onsite or remote work with regular travel and an active Top Secret clearance.