Top Tech Jobs & Startup Jobs in Chicago, IL

Leads contract administration and complex federal government contracting activities, including proposal preparation, risk assessment, negotiations, OCI mitigation, teaming agreements, compliance, and contract performance. Advises executive leadership on contractual rights, obligations, and risk strategies; manages customer relationships and strategic initiatives; and leads a team of contract administrators. Requires extensive experience with complex bids, varied contract types, federal acquisition regulations, and subcontract negotiations.

Leads architecture, reliability, operations, and automation for production cloud systems across AWS, GovCloud, Azure, and GCP. Designs resilient infrastructure, manages OpenShift environments, CI/CD pipelines, observability, SLIs/SLOs, incident response, disaster recovery, and infrastructure as code. Partners with platform, security, and application teams while mentoring engineers and advancing cloud reliability practices in regulated federal environments.

Lead cloud data lakehouse architecture for a federal species-data migration program. Design Databricks Delta Live Tables ETL pipelines, harmonize schemas, establish metadata and authoritative-source standards, implement data quality frameworks, oversee version-controlled deployment, and guide FedRAMP-compliant AWS production operations. Produce data model harmonization and operational handoff documentation while supporting pipeline monitoring, maintenance, and government review.

Leads the quality assurance framework for a federal IT program, ensuring deliverables meet contractual, CMS, and customer standards. Responsibilities include designing inspections and testing processes, conducting audits, producing QASP reports and dashboards, monitoring Agile team quality, analyzing defects, driving corrective actions and continuous improvement, supporting audit readiness, maintaining documentation control, and overseeing supplier quality. Requires extensive QA experience, federal program knowledge, SAFe Agile experience, strong quality methodology expertise, U.S. citizenship, and ability to obtain Public Trust clearance.

Develop and maintain Java components for a modernization framework and existing business applications. Support legacy refactoring, API and backend service development, documentation, unit testing, debugging, and application architecture updates. Collaborate with senior developers during design sessions and sprint ceremonies while building expertise in modern development practices, cloud concepts, and application transformation.

Lead the development and maintenance of automated testing frameworks using Tricentis Tosca and AI-enabled capabilities. Develop test scripts and solutions for front-end, back-end, integration, security, usability, and end-to-end processes. Collaborate with development, infrastructure, cybersecurity, and operations teams, support testing activities, improve CI/CD practices, manage defects and test artifacts, and guide automation strategy across multiple projects.

Develop and deploy machine learning models across the full lifecycle, including experimentation, MLOps, monitoring, governance, explainability, and production serving. Build data pipelines using Spark, SQL, Snowflake, and Databricks, while supporting orchestration, stewardship, compliance, and occasional platform administration. Contribute to LLM capabilities, model reliability, CI/CD, and scalable analytics in a HIPAA-governed, FedRAMP-compliant environment.

Build and operate enterprise observability capabilities across AWS and GovCloud, including telemetry pipelines, instrumentation, dashboards, alerting, incident support, and platform integrations. Automate agent and configuration deployment using Ansible, GitLab CI/CD, and infrastructure-as-code. Manage telemetry reliability, cost, cardinality, governance, compliance, and documentation while supporting on-call operations and continuous improvement.

Manage FinOps for a large AWS environment, including cost optimization, resource right-sizing, chargeback and cost allocation, consolidated reporting, forecasting, budgeting, and anomaly detection. Partner with finance, engineering, platform, and program teams to improve cloud cost visibility and accountability. Support architecture reviews, governance, and FinOps maturity while automating cost analysis and tag-hygiene processes using Python or SQL. The role covers commercial and GovCloud accounts and requires U.S. citizenship with the ability to obtain Public Trust clearance.

Leads DevSecOps and cloud transformation across AWS Commercial and GovCloud environments. Designs secure GitLab CI/CD pipelines, automates Kubernetes and Terraform infrastructure, implements GitOps and developer self-service, and enforces IAM, compliance, vulnerability management, and security controls. Operates OpenShift and EKS platforms, leads observability and critical incident response, drives reliability improvements, develops engineering roadmaps, and mentors technical teams supporting FedRAMP and DoD environments.