Top Tech Jobs & Startup Jobs in Chicago, IL

Design, build, and operate cloud-native, AI-powered authentication and authorization services for a distributed, multi-tenant legal platform. Ensure secure, scalable systems through CI/CD, automated testing, observability, incident response, and performance tuning while mentoring engineers and leading design and reliability efforts.

Lead roadmap and execution for document conversion and enrichment features. Work with customers, engineering, sales, and design to define requirements, prioritize backlog, track product metrics, and drive adoption. Provide technical leadership on cloud architecture, scalability, reliability, and performance while breaking projects into iterative releases and producing go-to-market content.

Provide senior legal counsel on commercial technology transactions including SaaS, software, cloud, AI-enabled and data processing agreements; draft, review, and negotiate contracts; advise cross-functional stakeholders; streamline contracting processes and pricing governance; use legal tech and AI tools to increase efficiency; engage customers and support strategic initiatives.

Lead architecture and hands-on implementation of cloud-native, distributed, high-throughput data systems. Define organization-wide standards for scalability, reliability, security, and observability. Drive transition from batch to streaming-first pipelines, influence executive product/platform decisions, mentor teams, and establish AI-assisted and agentic engineering best practices and guardrails while owning systems end-to-end.

Design, build, and operate distributed, cloud-native full‑stack services and data pipelines at petabyte scale. Troubleshoot production issues, lead incident response and root cause analysis, mentor engineers, influence reliability/security/performance practices, and participate in on-call rotations to ensure highly available, scalable AI-powered legal data solutions.

Owner of inbound demand generation and marketing-led outbound for two legaltech products. Build and run demand strategy, manage paid search/social, own Webflow and HubSpot, drive SEO/AEO content, run email/lifecycle programs, maintain attribution connecting BigQuery/Looker/GA4 to revenue, and build AI-driven marketing automations. Advise leadership and oversee contractors to hit trials, demos, and pipeline goals.