Top Tech Jobs & Startup Jobs in Chicago, IL

Collaborate with the founding team to design, prototype, and scale backend and infrastructure for an agentic AI assistant. Implement orchestration logic, API integrations, and LLM-driven workflows; build diagnostics, tests, and monitoring; improve agent reasoning and execution pipelines; participate in product and architecture discussions; document bugs and stabilize the platform for launch-readiness.

Build and maintain front-end and back-end platform features for a SaaS compliance product using React, TypeScript, and Go. Collaborate with product, design, and engineering leads to design relational schemas, write reliable code, debug defects, and automate repetitive tasks to improve team velocity and software quality.

Provide general administrative support including greeting visitors, answering calls, managing mail, records, supplies, scheduling meetings and travel, assisting HR tasks, liaising with vendors, tracking budgets, and other office duties to ensure smooth operations.

Design, build, and operate production-grade OpenStack platforms including compute (Nova), networking (Neutron), and Ceph storage. Implement HA, capacity planning, virtualization tuning, SDN integrations, automation (Ansible/Terraform), Kubernetes-based control planes, bare-metal provisioning (Ironic), observability, upgrades, and on-call/night-shift support.

Lead development, tuning, and optimization of incrementality and attribution models for podcast advertising. Build, test, and refine statistical models on large datasets, collaborate with product and data teams, translate findings into actionable insights, and improve measurement methodologies to quantify ad impact.

Lead strategic business development focused on USAF modernization and sustainment. Shape requirements, build high-value contract vehicles, engage senior Air Force leaders, execute pipeline and market-shaping campaigns, and drive adoption of advanced manufacturing capabilities across procurement lifecycles.

Lead enterprise franchise sales for a designated region: manage full sales cycle, cultivate relationships, negotiate and close deals, collaborate with brand and support teams, meet annual quotas, and travel ~50%.

The Principal LLM Application Engineer will develop and optimize Large Language Models, lead projects, evaluate performance, and collaborate across teams to enhance AI capabilities in cybersecurity.

As a Freelance Scrum Master, you will facilitate agile practices, enhance team performance, manage projects, and build relationships with clients and stakeholders while ensuring high-quality work delivery.

Lead and grow the engineering organization, drive architecture and roadmap with the CTO, recruit and develop engineers, ship production software, establish processes for speed and quality, and collaborate with clinical stakeholders to translate needs into product.