Top Tech Jobs & Startup Jobs in Chicago, IL

Own the strategy and multi-year roadmap for internal HCM and enterprise systems, including Workday. Partner with executives, translate business needs into product requirements, lead cross-functional delivery, govern product metrics, influence architecture and Agile practices, mentor Product Managers, and manage vendor relationships. The role drives scalable, secure enterprise platforms supporting global growth.

Leads enterprise information security and cloud operations for an AI-driven healthcare platform. Owns cybersecurity strategy, continuous compliance, cloud infrastructure, threat management, identity and access, data protection, incident response, AI security, vendor risk, and regulatory readiness across HITRUST, ISO 27001, ISO 42001, HIPAA, FDA, and GxP requirements.

Designs and implements scalable data and technology solutions, develops ETL pipelines and APIs, manages cloud and big-data platforms, maintains data models, supports monitoring and scheduling, participates in Agile development and technical reviews, and mentors junior engineers.

Leads engineering teams delivering secure, scalable software for private banking and payment platforms. Oversees architecture, development, integrations, data flows, production stability, regulatory compliance, testing, release practices, risk reduction, and continuous improvement. Partners with product, architecture, security, risk, and business stakeholders while coaching engineers, aligning capacity to priorities, and advancing AI-native development tools.

Leads enterprise architecture and engineering strategy for stability, resilience, reliability, recoverability, security, and performance. Defines reference architectures, standards, governance controls, automation, and maturity frameworks across customer journeys and technology ecosystems. Identifies systemic risks and recovery gaps, guides highly available and fault-tolerant system design, integrates resilience into delivery pipelines, influences executives and engineering teams, and mentors architecture leaders.

Supports cloud, application, endpoint, and infrastructure security across AWS environments. Responsibilities include monitoring CrowdStrike, Microsoft Defender, SIEM, IDS/IPS, and Datadog alerts; maintaining security tools and CI/CD scanning; triaging vulnerabilities; assisting with incident response; reviewing AWS security findings; supporting IAM, encryption, VPN, and certificate controls; and maintaining SOC 2 audit documentation. The role collaborates with DevOps and engineering teams on secure coding and security posture improvements.

Prepare SEC filings, financial statements, footnotes, MD&A, disclosures, workpapers, and XBRL tagging. Support SOX compliance, external audits, share-based compensation entries, reconciliations, technical accounting research, and disclosure benchmarking. Collaborate with Legal, Investor Relations, Finance, Accounting, and auditors while improving financial reporting processes and using AI to enhance reporting workflows.

Manage enterprise client relationships and shared account quotas to drive revenue growth, upsells, renewals, and ROI. Lead campaign planning, execution, and reporting, surface upsell opportunities using performance data, train clients on product capabilities, and travel up to 40% for in-person meetings and events.

Lead large-scale insurance and financial services transformation programs, establishing governance, managing plans, risks, dependencies, and communications. Engage senior stakeholders and cross-functional teams to deliver organizational change and business value. Develop executive-level presentations and strategic narratives that align leadership around transformation vision, progress, and outcomes. The role requires client-facing project management experience, strong change management and communication skills, and familiarity with complex regulated financial services environments.

Own and optimize the end-to-end marketing technology stack: roadmap, tool selection, implementations, integrations, documentation, governance, and performance metrics. Partner with IT, Sales Ops, Analytics, and Legal to ensure data flows, adoption, and ROI while supporting onboarding and ongoing optimization.

Lead North America field marketing to drive demand and pipeline for B2B SaaS. Develop regional strategy, run ABM and integrated campaigns, manage events and budgets, align closely with sales and SDRs, hire and manage a small team, and use data and AI to optimize performance and ROI.

Lead complex engineering engagements, architect AI-driven systems, design application patterns, mentor teams, and act as a trusted technical advisor to clients.