Top Tech Jobs & Startup Jobs in Chicago, IL

Individual-contributor sales leader tasked with hunting and closing large (>$10M), multi-year L&A deals with top 100 US insurers. Build CXO relationships, position/ negotiate/close agreements, and manage bids, partners, and contracts to deliver operations, platform, digital and CX transformation solutions.

Design and deploy end-to-end Generative AI systems across the 7-layer stack. Select and fine-tune models, build LLMOps pipelines, implement observability, integrate with cloud platforms and APIs, enforce data protection, and lead stakeholder workshops to translate business needs into scalable, secure AI solutions.

Design, develop, and deploy NLP and LLM-powered models to extract intent, outcomes, and sentiment from calls, chats, and digital interactions. Translate unstructured interactions into actionable insights, build evaluation frameworks, debug and improve model performance, and hand off production-ready artifacts to data engineering to improve call center efficiency and customer experience.

Lead and develop a team of clinical and coding trainers to design, deliver, and evaluate training programs that improve onboarding, speed-to-proficiency, performance, and operational readiness. Partner cross-functionally to assess needs, measure effectiveness, manage resources, and scale learning solutions for payment integrity clinical and coding audits.

Design and deploy enterprise Generative AI systems across the 7-layer stack: data ingestion, preprocessing, model selection, orchestration, inference, integration, and application. Lead model selection/tuning (commercial and open-source), establish LLMOps and observability, integrate AI with cloud platforms, enforce data protection, manage hallucinations/security, and act as onshore technical lead for client workshops and stakeholder alignment.

Lead analytics and AI initiatives: define strategy, translate business needs into AI/use cases, oversee dashboards and advanced analytics, run ML/LLM pilots, operationalize models, ensure responsible AI governance, and manage and mentor analytics teams while driving stakeholder alignment.

Remote part-time coordinator schedules appraisal appointments, contacts policyholders via phone/SMS/email, assists homeowners with a mobile photo-capture self-survey app, updates work order statuses, meets productivity and quality goals, troubleshoots technical issues, and communicates issues to management and underwriters.

Remote coordinator who schedules insurance appraisal appointments, guides homeowners through a mobile photo-capture self-survey (ASSIST), provides technical and customer support via phone/SMS/email, updates work order statuses, prioritizes tasks to meet productivity and turnaround goals, and communicates issues to management.

Lead end-to-end marketing project planning and execution for a national sports league: manage schedules, cross-functional teams, budgets, vendor relationships, campaign performance, and continuous improvement to deliver brand-aligned marketing initiatives.

No responsibilities or qualifications were provided in the job posting.