Top Tech Jobs & Startup Jobs in Chicago, IL

Lead long-term strategy and architecture for cloud and on‑prem platform infrastructure, driving Kubernetes and multi‑cloud reliability, IaC/GitOps automation, observability, SLO/SLI/error‑budget practices, incident leadership, AI‑augmented tooling adoption, and mentorship of senior engineers to improve platform resilience and developer experience.

Lead design vision and execution for platform product areas, define long-term strategy, create reusable patterns and design systems, collaborate cross-functionally, mentor designers, and deliver high-quality, scalable product experiences from concept to execution.

Design and scale distributed, high-availability systems and platform architectures. Define frameworks, tooling, and standards, contribute hands-on to prototypes and production, guide teams on reliability, observability, and operational excellence, and align technical decisions with product and business priorities.

Support and improve reliability, scalability, and performance of large-scale databases across cloud and on-prem. Build automation, Kubernetes operators, GitOps workflows, and tooling in Go or Python; implement observability, capacity planning, failover, backups, schema migrations, and self-healing systems; partner with application teams and leverage AI to improve operations and engineering productivity.

Lead reliability, scalability, and operational excellence of large-scale database platforms across cloud and on-prem. Build automation-first database infrastructure (Kubernetes operators, IaC, GitOps), drive monitoring/SLOs, incident leadership, performance and cost optimization, and partner with application teams on safe schema/migration practices. Mentor engineers and evaluate AI-assisted workflows to improve productivity and reliability.

Provide strategic legal support for DKeX and related exchange/clearing initiatives. Advise on Commodity Exchange Act and CFTC regulations; draft and maintain exchange rules, policies, and governance; support regulatory filings and rule submissions; partner with Product, Engineering, Compliance, and other teams; monitor regulatory developments; manage outside counsel; and develop scalable legal guidance and processes to enable compliant product development and operation of a regulated prediction markets marketplace.

Provide bilingual (English/Spanish) legal review and translation for marketing, offers, disclosures, and customer communications; advise cross-functional teams on advertising, promotions, and responsible gaming; validate vendor translations and help develop AI-assisted translation tools to scale high-quality legal translations.