Top Tech Jobs & Startup Jobs in Chicago, IL

Design and build a production-grade AI memory and retrieval engine for personalized, privacy-preserving LLM experiences. Responsibilities include developing multi-tier storage and hybrid retrieval pipelines, memory extraction and classification, adaptive updates, evaluation frameworks, and reliability safeguards. The role researches advanced memory architectures, supports agentic workflows and tool integrations, collaborates with product management, and owns production operations. Strong software engineering, Python, NLP/ML, vector database, LLM orchestration, privacy, and RAG expertise are required.

Owns ServiceNow Automated Test Framework coverage for releases, upgrades, features, and configuration changes. Designs, maintains, and executes automated regression suites; integrates testing with CI/CD and DevOps workflows; troubleshoots failures; manages test data and environments; translates requirements into test scenarios; reports coverage and release-readiness metrics; and performs manual testing when automation is unsuitable. Collaborates with developers, business analysts, and release managers in Agile environments.

Build and scale secure data lakehouse and warehouse infrastructure supporting analytics, machine learning, clinical AI performance monitoring, and self-service insights. Develop scalable data pipelines, models, orchestration, quality controls, and LLM-enabled analytics tools using heterogeneous clinical and EHR data. Collaborate with engineering, data science, clinical, product, and client success teams to establish trustworthy metrics and technical solutions.

Leads customer engagement and execution for government and industry defense programs from award through demonstration, delivery, and fielding. Owns schedules, budgets, milestones, risks, contractual commitments, customer relationships, cross-functional coordination, demonstrations, test events, deployments, reporting, and proposal support. Requires strong defense acquisition knowledge, program leadership, communication, and the ability to manage complex priorities in a fast-growing defense technology company.

Supports marketing programs including consumer growth, email, social media, events, webinars, and sales enablement. Creates campaign materials and social content, builds outbound sequences, maintains contact lists, tracks campaign performance, prepares reports, coordinates event logistics, and collaborates with Sales, Product, and Customer Success. Uses AI tools for content creation and campaign analysis.

Strategists apply political research, data, and tools to provide actionable guidance to Democratic campaigns and progressive organizations. They build trusted relationships with candidates and senior staff, address ambiguous needs proactively, operate in fast-changing election environments, present recommendations, and help improve tools for the 2028 election cycle. The role may be full-time, part-time, contract, project-based, or a short-term fellowship.

Owns Kestra’s enterprise data platform, Microsoft Fabric transition, data architecture, governance standards, and Master Data Management program. Leads platform reliability, semantic models, self-service BI enablement, data protection, compliance, vendor resources, and technical teams. Advises executives and functional data owners while preparing governed data assets for AI, automation, and enterprise reporting.

Leads enterprise AI transformation initiatives, initially focused on Accounting and Finance. Assesses processes, builds and manages an AI roadmap, develops business cases, oversees cross-functional implementations, manages vendors and budgets, drives adoption, and measures productivity, cost, accuracy, and ROI improvements.

Lead brightwheel’s education business from early traction through product-market fit and scale. Own product vision, customer discovery, prototyping, pricing, business economics, and growth across educators, families, states, districts, and early education programs. Build hands-on with AI and modern tools, partner with the CEO and executive team, recruit and develop the team, and drive outcomes visible to the board.

Leads the global UX strategy and design organization across Levi Strauss & Co.'s retail, e-commerce, and internal platforms. Manages 12 designers, establishes design standards and systems, influences product roadmaps and senior executives, and connects design outcomes to business results. Oversees AI-powered experience design, prototyping, user research, cross-functional collaboration, and team development across web, app, and in-store channels.