Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise-wide quality engineering and automation strategy, designing scalable test frameworks, reusable automation platforms, CI/CD integrations, and AI-powered testing capabilities. Establishes standards, architectures, and best practices while supporting web, mobile, API, microservices, cloud-native, and distributed applications. Provides technical mentorship, partners with engineering and DevOps teams, improves testing effectiveness and reliability, and drives adoption of intelligent automation, predictive quality analytics, and continuous testing practices.

Leads enterprise-wide quality engineering and test automation architecture across Humana. Designs scalable frameworks for web, mobile, API, integration, and end-to-end testing; integrates automation with CI/CD and DevOps platforms; establishes governance, standards, traceability, and quality gates; and mentors engineering teams. The role also drives AI-enabled testing, including test generation, self-healing automation, defect prediction, and intelligent execution, while advising stakeholders on modernization and enterprise transformation.

Leads enterprise quality engineering tools, automation platforms, onboarding, governance, integrations, and operational support. Provides technical leadership for Azure DevOps, qTest, Tosca, Selenium, Playwright, API automation, CI/CD, and AI-enabled testing solutions. Establishes standards, training, adoption strategies, traceability, and continuous improvement across engineering teams. Partners with DevOps, architecture, product, and quality teams to implement testing workflows, quality gates, and intelligent automation while mentoring engineers and supporting enterprise transformation initiatives.

Analyzes IT infrastructure consumption, utilization, financial data, and operational metrics to identify cost optimization opportunities. Consolidates data from infrastructure, cloud, financial, asset, and vendor sources; validates and reconciles datasets; builds dashboards, reports, forecasts, cost models, and business cases. Translates technical findings into business recommendations and partners with engineering, architecture, finance, procurement, and service owners. Supports reporting automation, data quality, cost transparency, and technology rationalization initiatives.

Configure, tune, and operate Microsoft Purview and Proofpoint ITM to detect and investigate insider threats. Triage alerts, reduce false positives, support eDiscovery, correlate telemetry with SIEM/EDR, automate policy deployment with KQL/PowerShell/Graph API, track KPIs, and ensure controls meet HIPAA/HITRUST/PCI-DSS/SOC2 requirements while partnering with Security Operations, HR, Legal, and compliance stakeholders.

Leads data science and analytics strategy by managing structured and unstructured data, developing forecasting models, creating reports and projections, and translating complex analyses into strategic insights for business and executive stakeholders. Directs large-scale initiatives, improves analytical processes, and leads data science teams supporting consumer experience and organizational performance.

Leads the Product Management function for Associate Technology Experience, developing product managers and strengthening product practices, governance, operating models, and performance measurement. Oversees discovery, prioritization, roadmap development, customer insights, analytics, go-to-market, and lifecycle practices. Partners with Engineering, Design, Research, Analytics, and Operations leaders to align investments and improve product outcomes across a complex enterprise organization.

Provides operational engineering and technical coordination for the Skan.AI process intelligence platform. Responsibilities include platform administration, incident resolution, monitoring, upgrades, enterprise integrations, APIs, data pipelines, Kubernetes administration, CI/CD, onboarding, troubleshooting, documentation, and cross-functional coordination with vendors, infrastructure, security, and business teams. The role owns platform reliability, technical issue resolution, governance alignment, and continuous improvement.

Designs and supports secure, compliant Azure and GCP DevOps platforms, including CI/CD pipelines, Kubernetes environments, GitOps workflows, and JFrog tooling. Owns software supply chain security, artifact governance, vulnerability management, feature flagging, automation, developer self-service, and platform reliability. Provides L3 support, incident response, documentation, compliance controls, and on-call coverage while enabling enterprise-scale software delivery.

Leads strategic storytelling for Humana’s Enterprise AI organization, translating complex AI strategies, products, and capabilities into executive presentations, business narratives, and digital content. Partners with AI, product, engineering, business, change management, HR, and communications teams to support launches, adoption, and enterprise scaling. Advises senior leaders on communicating technical concepts clearly, aligning messaging, and connecting AI initiatives to measurable business outcomes.