Top Tech Jobs & Startup Jobs in Chicago, IL

Build and validate forecasting, optimization, anomaly detection, and measurement models using complex customer data. Perform exploratory analysis, experiments, backtesting, and error analysis; partner with ML and data engineers to productionize models, features, evaluation pipelines, and monitoring. Translate business questions into analytical recommendations and communicate findings to technical and non-technical stakeholders. The role is hybrid in New York City or remote in the U.S. with monthly travel to New York.

Oversee, retain, and grow a multi-line commercial insurance book of business. Manage renewals, policy placements, underwriting analysis, carrier negotiations, compliance, billing coordination, and client relationships across Workers’ Compensation, Liability, Property, Cyber, EPLI, Umbrella, and related coverages. Support cross-selling, carrier transitions, reporting, operational improvements, and consultative risk guidance while contributing to profitability, premium growth, and retention.

Leads global indirect procurement and supply chain operations for a battery manufacturing facility. Responsibilities include managing procurement and vendor management teams, developing sourcing strategies, negotiating supplier contracts, managing supply chain risks, optimizing costs and processes, ensuring quality and delivery compliance, and analyzing KPIs to drive continuous improvement and sustainability.

Design and implement security across infrastructure, applications, data, and AI systems. Own authentication, authorization, tenant isolation, secure log ingestion and querying, and AI security risk mitigation. Lead security incident response and postmortems, establish practical security practices, and partner with engineering to integrate security into development. The role requires application or infrastructure security experience, knowledge of OWASP vulnerabilities, and experience securing distributed systems and APIs.

Build and operate production AI capabilities using Python, LLMs, retrieval, and intelligent automation. Responsibilities include integrating LLM APIs, developing retrieval-augmented features, creating evaluation and prompt frameworks, applying security and compliance controls, monitoring production systems, and collaborating across engineering, data, security, product, and operations teams.

Own the strategy, roadmap, commercial success, and lifecycle of hygienic sensors and instrumentation. Translate customer and market insights into product requirements, build business cases, lead launches, partner with engineering and sales, track portfolio performance, and manage end-of-life decisions. The role requires technical product experience, financial and P&L understanding, customer engagement, and up to 25% travel.

Build and maintain Plane’s cross-platform Flutter mobile app, owning features from interface through data and native integrations. Work on widgets, notifications, webview-based editing, caching, persistence, and compatibility across multiple server versions. Collaborate with backend, design, product, and QA teams while writing tests and maintaining consistent architecture. The role requires production Flutter experience, clean architecture, Bloc-based state management, dependency injection, unit and widget testing, and familiarity with native Android and iOS development.

Owns Xint’s technical content and developer relations strategy for application security practitioners. Conducts and publishes original security research, creates technical tutorials and demonstrations, supports conference talks and webinars, and engages practitioner communities. The role requires hands-on understanding of vulnerabilities, exploit reproduction, security tooling, and AI-assisted security, along with strong technical communication and public speaking skills.

Build and certify AI-driven customer integrations from discovery through sign-off. Responsibilities include solution design, agent and MCP development, data integration, automated verification, security guardrails, testing, observability, customer security reviews, documentation, and productizing recurring solutions. The role also contributes to the core platform and internal agentic tooling while independently managing client engagements.

Build and maintain secure Azure Government, edge, and on-premises infrastructure for Department of War systems. Responsibilities include DevSecOps collaboration, Zero Trust implementation, Kubernetes and container security, Infrastructure as Code automation, RMF and CMMC compliance, ATO support, vulnerability remediation, and software supply-chain security. Approximately 15% of the role focuses on securing AI applications, LLMs, RAG architectures, AI agents, and MCP integrations using NIST AI RMF and related practices.