Top Tech Jobs & Startup Jobs in Chicago, IL

Architect, scale, and secure AWS infrastructure using IaC and automation. Build self-service templates, maintain FedRAMP-ready configurations, support incident response, optimize performance with Datadog, and mentor junior engineers.

Build and deploy production-grade AI agents for enterprise customers, translating complex learning and development workflows into scalable platform capabilities. Own the full lifecycle from discovery and architecture through deployment, monitoring, and optimization. Establish the Forward Deployed Engineering team’s processes, technical roadmap, playbooks, and culture while partnering directly with strategic customers and contributing platform enhancements.

Lead reliability engineering for critical SaaS services by defining SLOs, managing major incidents, improving observability, architecting scalable infrastructure, advancing deployment safety, and mentoring engineers. The role partners with engineering and product leaders to balance feature delivery with system resilience, while driving reliability standards, automation, and recruiting across the SRE organization.

As a Senior Customer Success Manager, you will manage customer journeys, promote product adoption, act as a trusted advisor, and drive innovation to enhance user experience with the AI-powered learning platform.