Top Tech Jobs & Startup Jobs in Chicago, IL

Lead strategic initiatives for major accounts in digital, data, and AI. Develop and implement account strategies, deepen executive client relationships, manage contract negotiations and renewals, collaborate cross-functionally to deliver integrated solutions, and drive upsell and cross-sell across high-value, multi-location (including international) accounts.

Lead design and delivery of agentic AI systems and LLMOps on AWS to generate, validate, and deploy infrastructure-as-code (Terraform). Build multi-agent applications, RAG pipelines, and AIOps for cloud operations; integrate AI into CI/CD and ITSM. Set technical direction, establish guardrails/policy-as-code, curate reusable Terraform modules, and mentor engineering teams.

Senior technical leader responsible for architecting and operationalizing generative AI across the enterprise. Drive end-to-end GenAI architecture, select models and agent frameworks, productionize RAG and agent solutions, ensure observability, guardrails, and cost optimization, integrate with AWS and DevOps toolchains, advise CXO stakeholders, shape AI strategy, and define governance and upskilling programs.

Lead Data & AI sales for insurance verticals, owning revenue targets and pipeline, building C-level relationships, driving new logo acquisition and account expansion, and positioning AI/data platform solutions across underwriting, claims, actuarial, and operations.

Assist senior data scientists with data collection, preprocessing, cleaning, and basic statistical analysis. Support model development, perform basic visualizations, and document processes and findings while learning and applying data science techniques.

Serve as actuarial product SME for life and annuity implementations: review specs, translate actuarial requirements into configuration and testing guidance, support data conversion and balancing analysis, validate system behavior, and use SQL and scripting to analyze and reconcile source and target data.

Perform physical and remote premium insurance audits: interview clients, investigate and review business records, prepare written audit reports, meet with owners to review findings, transmit reports to Quality Review, correct returned audits, and maintain accurate audit and business records.

Lead credit risk analytics for consumer credit card acquisition and account management. Develop and maintain quantitative models, analyze large datasets, monitor portfolio risk, prepare risk reports, ensure regulatory compliance, and present findings to senior leadership to inform risk mitigation strategies.

Lead go‑to‑market and close enterprise deals for AI/GenAI healthcare solutions across payers, providers, PBMs, and life sciences. Own revenue targets, shape solutions with architects and product teams, run POCs and demos, craft proposals and pricing, and present ROI/value to CXO stakeholders.

Schedule appraisal appointments with policyholders, provide technical support for the ASSIST photo-capture app, update work order statuses, meet productivity and quality goals, and communicate issues to management.