Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and scale engineering across a 100+ person federal digital modernization portfolio. Establish technical standards, guide talent and career development, support technical leads, drive architecture and modernization strategy, and improve tooling and delivery. Partner with program leaders and government clients, contribute to proposals and capture efforts, and provide technical thought leadership across AI/ML, cloud engineering, Agile delivery, and DevSecOps.

Owns full-lifecycle federal capture efforts from opportunity qualification through post-submittal. Develops capture plans, win themes, competitive positioning, and price-to-win strategies; leads SWOT and Black Hat reviews; coordinates business development, solutions, pricing, proposal, engineering, and program teams; manages teaming partners; reports pipeline and bid health to executives; and uses AI-enabled tools to improve capture research and solution development.

Manage a large-scale federal Medicare Part A claims processing program for CMS. Serve as the primary government and contractor contact, oversee staffing, costs, schedules, performance reporting, risks, dependencies, O&M, and modernization workstreams. Build stakeholder relationships, represent the company in program meetings, and coordinate Agile delivery, sprint planning, and releases across matrixed teams.

Owns the technical integrity and evolution of a Medicare claims processing system running on a large COBOL mainframe. Defines architecture standards, reviews technical decisions, guides AWS and API integrations, ensures safe CICS and VSAM changes, and serves as the technical escalation point. Collaborates with Java modernization engineers and communicates across technical and non-technical teams.

Build and maintain low-code solutions with Microsoft Power Platform, PowerApps, and Power Automate for federal modernization efforts. Support frontend and backend development, translate ambiguous requirements into working products, troubleshoot complex issues, participate in code reviews, and collaborate with product managers, designers, and stakeholders in a remote Agile environment.

Build and maintain React and TypeScript interfaces, Go backend services, APIs, and GraphQL integrations for federal healthcare policy tools. Collaborate on API contracts, write tested and accessible code, participate in reviews and Agile ceremonies, and work cross-functionally in a remote environment. The role requires familiarity with Docker, Git, Cypress, relational databases, federal accessibility standards, and regulated environments.

Lead design and delivery of federal software solutions; support capture and proposal efforts; author technical volumes; ensure compliance with NIST/FedRAMP/FISMA/Section 508; build reusable solution patterns; write maintainable code and establish engineering practices.

Lead content strategy and production for government proposals (RFPs, RFQs, RFIs), coordinating with capture, BD, and SMEs to produce compliant, persuasive technical and management volumes, graphics, and presentations. Drive peer reviews, ethical AI use in drafting, and improvements to the proposal process to win federal work.