Top Tech Jobs & Startup Jobs in Chicago, IL

Own Engine’s enterprise internal communications operation, including weekly All Hands, quarterly Town Halls, company-wide announcements, change communications, editorial rhythms, Confluence architecture, Slack norms, manager training, and AI skill-building programs. Coach senior leaders on high-impact communications, connect business-unit strategies to the enterprise narrative, and build scalable systems, automations, and leader self-service tools while maintaining strong editorial quality and discretion.

Own and execute the application security program, including SIEM management, threat detection, architecture and code reviews, vulnerability management, security testing, incident response, forensic investigations, and security tooling. Partner with engineering and infrastructure teams to remediate vulnerabilities, promote secure coding, develop training, and improve enterprise security through cloud, container, compliance, and monitoring practices.

Owns the corporate card underwriting operating model, including credit standards, portfolio analytics, backtesting, policy governance, and automated decisioning. Leads the credit team, partners with Data Science on model inputs and validation, coordinates fraud-signal reviews, and delivers delinquency, cohort, utilization, and exception reporting to leadership. Drives the transition from manual underwriting toward automated credit decisions while maintaining rigorous quality and escalation processes.

Build and lead Engine’s risk function for its corporate card and spend management product. Define risk tolerance, credit and fraud guardrails, second-line governance, risk committee operations, and reporting infrastructure. Govern fraud and credit teams, partner with Product and Engineering to embed controls into products, collaborate with Sales on risk appetite, and work with Legal and Compliance on BSA/AML, UDAAP, and card issuing obligations. Translate risk signals into financial and executive-level insights.

Leads complex, cross-functional initiatives from strategy through execution, setting direction, sequencing work, resolving ambiguity, and making tradeoffs. Builds repeatable operating models, improves program management methods, coaches stakeholders, drives AI and automation adoption, and partners with Business Operations leadership on initiative health, reporting, and planning.

Leads enterprise workforce transformation as AI reshapes work. Owns productivity measurement, workforce planning, job architecture, role redesign, future-skills development, AI fluency, and responsible AI governance. Partners with the CPO, AI leaders, Legal, Compliance, IT, and functional executives to anticipate workforce needs, guide automation and upskilling decisions, build predictive workforce insights, and drive adoption across the organization.

Design and implement scalable, secure, high-performance software systems and public-facing APIs. Lead system design, apply agentic coding workflows, collaborate with Product and Data Science, mentor engineers, and own initiatives improving efficiency, performance, and customer satisfaction. The role requires extensive experience with highly available distributed systems, API versioning and rate limiting, modern backend and frontend technologies, AWS, and Domain-Driven Design.

Lead healthcare partnership acquisition strategy, identify and close complex enterprise partnerships, build executive relationships, onboard new partners, and collaborate cross-functionally to generate scalable revenue. The role focuses on one-to-many partner ecosystems across healthcare associations, provider networks, GPOs, and healthcare technology platforms. Success is measured through pipeline growth, signed partnerships, referred opportunities, and revenue generated.

Lead technical direction for a central infrastructure team supporting all product engineering. Design and maintain AWS infrastructure, Terraform modules, CI/CD workflows, observability, security, networking, cost-visibility tooling, and operational platforms. Coordinate multiple initiatives, improve reliability and incident response, establish paved roads adopted by feature teams, guide infrastructure strategy, and coach engineers across the organization.

Build production-grade tools, services, automations, data pipelines, and integrations that support Sales and Growth. Identify account signals, prioritize opportunities, improve GTM workflows, and rapidly prototype experiments. Partner with sales and growth leaders to translate business needs into scalable technical solutions while maintaining strong architecture, security, reliability, and quality standards.