Top Tech Jobs & Startup Jobs in Chicago, IL

Provide consultative financial counseling to learners on federal student aid, FAFSA, military and employer benefits, payment plans, and billing. Engage via high-volume inbound/outbound calls, chat, email, and SMS; document interactions in CRM; collaborate with Admissions, Financial Aid, and Success Coaches to resolve balances and support enrollment and retention.

As a Staff Backend AI Engineer, you will design and operate backend AI systems for Arbiter's care orchestration platform, ensuring reliability, low latency, and scalability while collaborating across teams and mentoring junior engineers.

Own end-to-end growth experiments for a dev-focused observability product: ideate hooks, write copy, build landing pages, run distribution, instrument tracking and attribution, measure results, and ship weekly. Focus on creative, non-linear experiments that move signups, pipeline, or community while maintaining craft and data-driven decision making.

The Energy Planner manages energy usage in data centers, forecasts demand, tracks KPIs, and collaborates on energy efficiency initiatives while ensuring compliance and cost management.

Lead accounting operations, financial reporting, controls, and strategic finance for a multi-channel CPG business. Own close processes, budgeting, forecasting, channel and margin analysis, inventory and cash management, systems improvements, and team leadership while partnering with executives, auditors, and cross-functional teams to scale finance functions.

As a Staff Product Engineer, you'll lead the design and delivery of Vitable's financial systems, ensuring reliability, compliance, and scalability, while collaborating with cross-functional teams in a fintech environment.

Audit and prepare mortgage disclosures and Loan Estimates for compliance with TRID/RESPA and other regulations, manage e-sign/paper delivery, track disclosures, monitor Change of Circumstance requests, report pipeline status, and support originators and operations to ensure timely, accurate loan disclosures.

Design, develop, test, and maintain scalable, high-performance software. Collaborate with product, design, and engineering teams, own features through deployment, mentor peers, perform code reviews, optimize performance, and integrate AI-assisted development workflows.

The role involves integrating generative models into Intangible Studio, evolving job systems with TypeScript and Node, and maintaining high visual quality standards.

The Vice President of Sales will drive employer strategy, cultivate relationships, negotiate contracts, and position CirrusMD's virtual care solution in the market.