Top Tech Jobs & Startup Jobs in Chicago, IL

Lead a fully remote team of 25+ Medicare telesales agents to convert high-volume inbound calls into enrollments across Medicare Advantage, Supplement, Part D, vision, and dental products. Provide real-time coaching, monitor conversion and talk-time metrics, manage scheduling across 8am–8pm EST, ensure CMS compliance, partner with Quality/Compliance/WFM, and drive performance during Annual Enrollment Period (AEP).

The Senior Data Engineer will design and implement scalable data models in BigQuery using dbt for analytics and reporting, ensuring data governance and optimal performance.

The Channel Leader drives Zerigo Health's channel strategy through partner relationships, facilitating sales, managing account health, and ensuring growth.

Manage end-to-end HR operations (payroll, benefits, compliance, immigration, I-9s, employee relations) and lead learning & development programs for managers and staff. Maintain HR data systems, draft policies, monitor multi-state employment law, and partner on DEIB initiatives. Design, deliver, and evaluate training, build manager tools and L&D resources, and continuously improve people systems and processes.

Lead reliability, automation, and observability for high-density AI hardware infrastructure. Build Python-based IaC tooling, telemetry pipelines, Prometheus/Grafana dashboards, and AI-assisted tooling. Run 24x7 incident response, coordinate vendors and field technicians, define operational readiness, and drive post-mortems to improve uptime and performance.

Owner of end-to-end client relationships and new business origination for RIAs; manage pipeline and CRM, drive product adoption, share client feedback cross-functionally, develop growth strategies, and travel to clients and conferences (under 50%).

Hands-on senior full-stack engineer building and supporting user-facing features, infrastructure, and AI-powered workflows (LLM integration, RAG, agents). Drive architecture, dev experience, CI/CD, and partner with product and program teams to deliver a scalable education platform.

Support daily crypto market operations by monitoring prices, liquidity, and trading activity across spot, futures, and options. Assist with rebalancing across CEX/DEX, track issues for developers, analyze data and charts for signals, ensure trading bots meet risk and performance rules, and coordinate treasury and client reporting.

The role involves overseeing digital marketing strategies, execution across channels, data analysis, agency management, and ensuring brand consistency to drive growth for Quantum Energy Squares.

The Mechatronics & Robotics Technician supports maintenance of material handling equipment, troubleshoots mechanical/electrical issues, and mentors junior technicians.

The Director of Operations partners with local leaders to enhance brokerage operations, oversee teams, manage budgets, and improve organizational efficiency. This role involves strategic planning, people management, and collaborating across corporate functions to drive business goals effectively.