Top Tech Jobs & Startup Jobs in Chicago, IL

Lead ambiguous, cross-functional strategic initiatives from problem definition through execution and measurable outcomes. Architect workstreams, establish ownership and timelines, deploy AI-enabled approaches, align internal and external stakeholders, and drive accountability without formal authority. The role partners closely with the CEO and executive team to improve operational leverage, resolve strategic misalignment, and build scalable coordination systems.

Drive high-priority, cross-functional initiatives from strategy through execution. Responsibilities include creating workplans, timelines, trackers, meeting cadences, and communications; managing workstreams, dependencies, risks, and blockers; synthesizing complex information; coordinating stakeholders; and applying AI-powered tools to improve execution. The role requires an organized, analytical operator who can navigate ambiguity and support consequential company priorities.

Lead the Data Products engineering pillar owning technical strategy, clinical data ingestion, canonical modeling, and scalability. Manage ingestion pipelines, customer onboarding, data hygiene, observability, and enterprise reporting. Drive AI-augmented SDLC adoption, ensure regulatory compliance (HIPAA, SOC 2), hire and mentor engineering leaders, and partner with product and data science to deliver a stable, scalable clinical data platform that supports multi-customer growth and clinical insight generation.

The Engineering Director will lead and manage the cloud infrastructure and developer enablement, focusing on AI-native systems, team development, and security operations.

The UX Engineer will enhance the design system and UI patterns, ensuring design intent translates into production through building reusable components and managing frontend UX-related technical debt.

As a Senior Software Engineer, you will develop efficient systems to enhance healthcare delivery and collaborate with various teams to innovate features for patient care tools.

Lead and build the end-to-end data platform: set technical strategy, be hands-on with Snowflake and dbt, integrate heterogeneous sources, design AI-native pipelines for LLMs and agentic workflows, prioritize business impact, and recruit/mentor a small high-impact engineering team.

Leads high-priority commercial initiatives and strategic partnerships across commercial, product, engineering, clinical, operations, legal, and external teams. Owns project plans, milestones, risks, stakeholder alignment, partnership governance, analytical models, dashboards, executive communications, and scalable operating processes. Provides strategic recommendations and execution support to leadership while managing multiple complex initiatives in a fast-paced healthcare technology environment.

Lead offensive application security work across the core product: hunt and remediate vulnerabilities, harden systems, safeguard PHI, scale AI-driven vulnerability discovery, mentor engineers, and partner with SRE and security teams to improve resilience and disaster recovery.

Design, automate, and maintain scalable infrastructure and SRE tooling. Manage Kubernetes clusters, CI/CD, monitoring, and incident response. Improve processes, reduce toil via automation, and collaborate with engineering and data teams to support domestic and international workloads.