Top Tech Jobs & Startup Jobs in Chicago, IL

Manage day-to-day operations for AI systems, maintain integrations, build and deploy production AI/automation use cases, monitor model performance and data quality, map and improve processes, produce reports and dashboards, and drive AI adoption and governance across the business.

Lead design and implementation of AI and data governance frameworks, privacy guardrails, metadata standards, and compliance with GDPR/HIPAA/CCPA/NIST AI RMF. Monitor and audit models for bias, explainability, and transparency; partner with engineers, stewards, and leaders to embed ethical decision-making, set KPIs, run audits, and produce dashboards and reports to drive governance adoption.

Freelance, commission-based sales role to sell VisionCheck to medium-to-large opticians. Use existing optical industry contacts to open doors, drive demos, and close deals for a phone-based vision screening SaaS. Requires self-driven, entrepreneurial sellers comfortable with tech and impact-focused work to build local markets and increase in-store bookings.

Sell and drive patient enrollment for physicians transitioning to membership-based (concierge) care. Work onsite with practices to engage patients, manage outreach, identify operational issues, and support transition execution while improving conversion and workflows.

Customer-facing pre-sales role focusing on integrations (APIs, SFTP, SSO, PMS, conferencing, marketing). Support sales with technical discovery, demos, proposals, training, and translating requirements to Product/Engineering.

Identify and qualify US market opportunities, build and maintain partner relationships, generate leads with publishers/distributors/advertisers, represent the company at events, create presentations and proposals, collaborate with internal teams, track partnership performance, support negotiations, and report pipeline and competitive analysis to leadership.

Manage end-to-end coordination of digital marketing and social initiatives: build project plans, track milestones and budgets, run stakeholder communication, maintain documentation, reduce risks, and improve workflows for predictable launches across web, email, paid, and social channels.

Build and maintain the AI-powered learning platform across a TypeScript/React frontend and Python/FastAPI backend. Integrate LLMs for classification, extraction, personalization, and conversation practice. Design scalable APIs, develop real-time interactive features, apply AI-assisted development workflows, write well-tested code, and collaborate with product, design, and education teams to optimize learning experiences and A/B tests.

Part-time Customer Success Manager responsible for onboarding new SaaS customers, managing the support inbox, running demos and onboarding calls, creating documentation, and producing instructional video content to improve customer experience and product adoption.

Develop, deploy, and maintain InterSystems IRIS/Cache applications and complex HL7 interfaces (SDA, CCDA, JSON). Implement CQ Initiator/Responder workflows, support IRIS in Kubernetes (IKO), use adapters (SFTP, HL7, HTTP), troubleshoot integrations, and collaborate across teams.