Top Tech Jobs & Startup Jobs in Chicago, IL

Design, prototype, and deploy LLM-powered agents, RAG workflows, and automations that accelerate internal teams and customer-facing product features. Integrate AI systems with SaaS tools, build reusable components and evaluation frameworks, embed with business teams to deliver measurable outcomes, and establish standards for responsible AI, monitoring, and cost control across the company.

The Implementation Specialist leads the integration of ClassWallet's solutions for clients, ensuring successful onboarding and user adoption through expert guidance and proactive problem-solving.

The Product Manager will oversee ClassWallet products from conception to delivery, ensuring stakeholder needs are addressed and maximizing product value through effective collaboration and prioritization.

Design, build, and manage scalable AWS infrastructure; optimize GitHub-centric CI/CD; implement observability stacks; automate compliance for GovRAMP/FedRAMP and SOC2; author audit-ready documentation and runbooks; collaborate with engineering and security teams to ensure high availability and reliability.