Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and manage the organization's RMF and GRC programs. Develop and maintain security policies, perform risk assessments and gap analyses, coordinate audits, ensure federal and industry compliance, report metrics to leadership, and educate teams on RMF/GRC best practices.

Design and deliver LLM/GenAI solutions for web-based workflow applications: refine use cases, build POCs and production agentic systems, implement RAG and orchestration pipelines, integrate AI APIs, ensure observability and responsible-AI guardrails, maintain full-stack features, and participate in CI/CD and security compliance.

Lead compensation operations and strategy, administering pay programs (base, merit, bonus), market benchmarking, job architecture, and compensation analytics. Build scalable frameworks, tools, and dashboards in Workday and vendor platforms, provide consultative guidance to HR and business leaders, support government contracting pricing and proposals, and manage a compensation team to ensure equitable, compliant, and data-driven pay practices.

Coordinate and track FAA Directives and publications from initiation through final approval. Manage SharePoint trackers, monitor directives mailbox, prepare and format document packages, apply basic edits, ensure Section 508 accessibility, route packages via EDMS, liaise with stakeholders, and provide status updates to keep projects moving to completion.

Manage daily liquidity and cash positioning, perform bank reconciliations and payment processing, forecast cash flow, analyze bank fees, support audits and compliance, coordinate bank accounts, integrate treasury systems, monitor investments, and identify automation opportunities.

Provide expert technical consulting to evaluate, design, and implement enterprise technology and infrastructure solutions. Troubleshoot complex issues, recommend improvements, support disaster recovery and replication, administer Windows Server, manage IHS VistA Imaging call center, and participate in 24x7 help desk coverage while preparing documentation and presentations for organizational strategies.

Serve as the functional Deltek/Costpoint expert for Finance and FP&A: gather requirements, design/configure solutions, ensure compliance (GAAP, FAR, CAS), support reporting/integrations, train stakeholders, and liaise between finance, IT, vendors, and implementation partners.

Administer and optimize JAMF Pro for enterprise macOS devices: provisioning, enrollment (ABM/ADE), policy and profile management, software packaging/deployment, security baseline/compliance, identity integrations, automation scripting, reporting, and Tier II/III support aligned with federal cybersecurity standards.

Design, implement, and document scalable cloud solutions for large, complex data systems. Advise DoD stakeholders and CSPs on cloud adoption, ensure cyber compliance, support CAP onboarding and authorization, evaluate technical artifacts, track demand and parity exceptions, and assist systems testing and multi-cloud operations.

Administer and maintain MECM infrastructure for a federal customer, including cloud/hybrid deployments. Perform software packaging and deployment, OSD imaging, patch management via WSUS, monitoring, troubleshooting, automation with PowerShell, Intune/co-management integration, compliance with federal security standards, documentation, and Tier II/III support.