Top Tech Jobs & Startup Jobs in Chicago, IL

Lead and build the AI Quality & Governance platform: observability, evaluations, guardrails, SLOs, and incident playbooks. Design automated and human-in-the-loop evaluation pipelines, enforce release gates, translate governance frameworks into engineering controls, partner with product teams on AI incidents, and hire and grow a hands-on engineering team while contributing substantial production code.

The Sales Consultant will collaborate with clients to provide tailored technology solutions, support the sales process, and leverage industry insights to drive revenue growth.

Lead strategy, design, and delivery of a Legal Managed Bill Review product with an AI-first mindset. Define roadmap, write requirements, partner with engineering and data teams, track success metrics, and drive stakeholder and client engagement. Manage a distributed agile team, promote AI-assisted tooling, and align go-to-market and adoption strategies while ensuring compliance, configurability, and operational reliability.

Lead end-to-end AI product work across Mitratech's shared AI platform and customer experiences. Set strategy and roadmap, convert ambiguous problems into shipped, enterprise-grade features, partner with engineering and design, prioritize based on customer feedback, and represent products to senior stakeholders and customers.

Lead technical direction for a major product domain, reduce architectural debt, mentor engineers, standardize AI-agent workflows, and design scalable backend solutions integrating LLMs and cloud services. Drive cross-team RFCs, cookbook standards, and adopt agentic AI tooling while balancing security, quality, and delivery.

Lead Customer Success and retention for background screening clients, driving product adoption, renewals, up-sell, and operational improvements. Partner cross-functionally with Product, Compliance, Operations, and Sales, manage global retention teams, integrate acquired teams, and serve as executive escalation for critical accounts. Use analytics (TAT, accuracy, churn, NPS) to inform strategy.