Top Tech Jobs & Startup Jobs in Chicago, IL

Designs and leads AI Quality Engineering for enterprise AI applications, LLMs, intelligent automation, and agentic systems. Responsibilities include building validation and testing frameworks, prompt and workflow testing, runtime quality controls, observability, telemetry, drift detection, reliability support, and release validation. The role collaborates across engineering, security, governance, clinical, data, and product teams to validate healthcare workflows and responsible AI deployments, while mentoring quality engineers and advancing AI-enabled testing practices.

Provide high-level executive support to two senior leaders through strategic calendar management, meeting and event coordination, travel and expense administration, briefing preparation, project tracking, workflow improvement, stakeholder liaison, employee engagement support, and confidential initiative management. The role also coordinates cross-functional activities, supports team operations, and integrates AI tools into administrative processes.

Provides hands-on cloud operations, DevOps, platform engineering, and SRE leadership across AWS and Azure environments. Designs infrastructure-as-code solutions, CI/CD pipelines, observability platforms, and automation frameworks; troubleshoots production issues; supports security, reliability, governance, and incident response; and mentors engineering teams. The role also drives operational excellence, technical debt remediation, cloud-cost optimization, production readiness, and AI-enabled software development practices.

Leads complex sourcing and contracting strategies across healthcare categories, including negotiations, contract drafting, supplier selection, RFPs, spend analysis, savings initiatives, renewals, compliance, and performance monitoring. Partners with Legal, clients, suppliers, and internal stakeholders to mitigate risk, improve efficiency, and deliver measurable value. Presents strategies and recommendations to executive audiences while managing multiple priorities in a hybrid environment.

Leads engineering strategy and execution for a modern, AI-native healthcare benchmarking platform. Oversees cloud, data, API, AI, and platform engineering across multiple teams while driving architecture, delivery, security, compliance, and engineering excellence. Develops Engineering Managers and technical leaders, establishes AI-first development practices, coordinates cross-team roadmaps, manages technical risks, and partners with Product, Architecture, Data, Security, and business stakeholders to scale a high-performing engineering organization.

Designs and operates internal cloud platforms, CI/CD pipelines, Azure infrastructure, Kubernetes environments, and infrastructure-as-code using Pulumi. Builds self-service deployment capabilities, secure identity integrations, observability, governance, and FinOps practices. Partners with application, security, IAM, SRE, and developer teams to improve platform reliability, developer experience, delivery speed, and cloud cost management.

Provides customized healthcare analytics and insights using procedural, supply utilization, cost, outcomes, and performance data. Conducts advanced comparative analyses, identifies improvement opportunities, translates findings into recommendations, presents results to clients and leaders, facilitates requirements meetings, ensures accurate reporting, and contributes to mentoring and best practices. Requires healthcare analytics experience, advanced Excel and SQL proficiency, and strong communication and problem-solving skills.

Leads and mentors Northeast Spend Managers, driving sourcing, spend optimization, client value, category strategies, standard-work adoption, performance improvement, and financial outcomes. Partners with senior leaders and clients, coaches business reviews and presentations, oversees team performance and budgets, improves processes and automation, and contributes to training curriculum development.

Leads strategy, roadmaps, lifecycle management, and execution for healthcare operational analytics and data products. Translates client and market needs into requirements, backlogs, releases, and measurable outcomes. Drives AI-enabled innovation, data validation, market analysis, adoption, and go-to-market efforts while coordinating Engineering, Analytics, Finance, Sales, and healthcare stakeholders. Establishes analytical content and performance measures, manages dependencies, and communicates priorities and tradeoffs across technical, operational, commercial, and executive audiences.

Supports B2B marketing campaigns and communications across products and services. Builds and deploys email campaigns, newsletters, landing pages, and digital content using marketing automation platforms. Coordinates schedules, reviews, approvals, and deliverables while collaborating with marketing, sales, and client-facing teams. Monitors campaign metrics, supports reporting and optimization, maintains brand consistency, coordinates website and social content, and identifies workflow improvements.