Top Tech Jobs & Startup Jobs in Chicago, IL

Leads enterprise AI platform strategy across multiple teams, including LLMs, RAG, agentic workflows, connectors, evaluation, governance, and model risk. Serves as the highest-level technical authority for complex AI architecture and reliability challenges, advises executives, establishes engineering standards, mentors senior technical leaders, manages model and infrastructure vendor strategy, and guides safe AI adoption in a regulated healthcare environment.

Leads architecture and delivery of enterprise generative AI platforms and LLM-powered systems, including RAG, agentic workflows, model integrations, evaluation tooling, and governance. Owns platform architecture, security, privacy, observability, cost attribution, and responsible AI practices in a regulated healthcare environment. Mentors AI engineers, establishes technical standards, leads design reviews, evaluates vendors and models, and partners with engineering, product, legal, compliance, and privacy teams.

Build and modernize identity and access management capabilities, including SSO, MFA, federation, provisioning, and lifecycle integrations. Lead migrations to platforms such as Okta, manage identity infrastructure with Terraform, develop secure APIs and services, integrate controls into CI/CD pipelines, troubleshoot production authentication issues, and establish reusable identity architecture patterns. The role also involves technical design, documentation, code reviews, mentoring, and collaboration with security, compliance, and engineering teams in a regulated healthcare environment.

Leads technology strategy, architectural direction, solution design, and AI-enabled engineering transformation across an Agile Release Train. Owns architectural roadmaps, governance, documentation, technical standards, and modernization initiatives. Designs secure, scalable Azure and cloud-native solutions involving APIs, microservices, integrations, and distributed systems. Partners with engineering, product, security, compliance, enterprise architecture, and platform teams while promoting DevOps, architecture-as-code, AI-assisted development, and regulated-data practices.

Build and scale full-stack applications supporting specialty prescription prior authorization. Develop TypeScript, React, and/or .NET solutions, implement Azure cloud services and event-driven integrations, translate business requirements into technical designs, participate in code reviews and agile planning, and support production systems through monitoring and troubleshooting. Collaborate with engineers and architects while using AI tools in daily development.

Leads the FastAuth software engineering team, owning delivery, technical direction, team health, hiring, performance management, career development, and organizational planning. The role oversees multiple concurrent workstreams using React, TypeScript, .NET, Azure, and event-driven integrations. It requires cross-functional collaboration, scaled agile planning, data-driven delivery management, stakeholder alignment, and adoption of AI tooling. Healthcare, pharmacy, payer, prior authorization, and FHIR experience are preferred.

Design, implement, and support secure production integrations between healthcare platforms and external EHR systems, especially Epic. Lead SMART on FHIR application launches, FHIR data exchange, OAuth and OpenID Connect flows, reusable integration architectures, automation, onboarding, monitoring, and technical documentation. Serve as a senior technical authority across engineering, security, compliance, identity, product, and operations while guiding complex integrations through production delivery.

Develop and execute provider marketing strategies for electronic prior authorization solutions. Translate product, customer, workflow, and market insights into audience segmentation, positioning, messaging, campaigns, educational content, and adoption plans. Collaborate with Product, Research, Analytics, Sales, Digital, Brand, Legal, and Compliance teams to improve activation, engagement, and repeat usage. Use customer feedback, performance data, testing, and AI-enabled tools to optimize marketing effectiveness and provider experiences.

Build, administer, and optimize enterprise Databricks data platforms in Azure. Responsibilities include platform operations, Terraform-based infrastructure automation, data ingestion enablement, governance through Unity Catalog, access controls, monitoring, troubleshooting, incident response, and reliability improvements. The role partners with data engineers, architects, analysts, infrastructure, and security teams to support scalable production analytics and data workloads.

Design, build, and operate scalable APIs and event-driven backend services using TypeScript, Node.js, Python, Kafka, and PostgreSQL. Develop infrastructure as code and CI/CD pipelines, troubleshoot production systems, and participate in on-call support. Provide technical leadership through architecture reviews, API and event standards, code reviews, mentoring, and cross-team guidance. Help improve engineering quality, reliability, scalability, development tooling, and adoption of AI-assisted development practices.