Top Tech Jobs & Startup Jobs in Chicago, IL

Own enterprise customer relationships from onboarding through long-term success, driving adoption, measurable ROI, operational improvements, and account expansion. Partner with senior stakeholders, Sales, Product, and Engineering to solve complex manufacturing challenges, translate customer needs into product improvements, and develop scalable Customer Operations systems. Use AI tools and customer data to analyze outcomes, prepare communications, and identify growth opportunities.

Leads Agile transformation and delivery across multiple development teams by facilitating ceremonies, coaching Scrum teams and Product Owners, removing impediments, managing risks and dependencies, supporting release management, and promoting continuous improvement. Ensures Agile, compliance, EPMO, and enterprise standards are followed while improving team transparency, performance, and self-organization.

Designs and maintains secure DevOps platforms supporting Navy software development and infrastructure. Responsibilities include GitLab CI/CD, Terraform infrastructure as code, Kubernetes automation, cloud networking, base-image hardening, risk assessments, security control validation, infrastructure testing, troubleshooting, documentation, and Agile collaboration. The role requires cloud and DevSecOps experience, Security+ certification, U.S. citizenship, quarterly and ad hoc travel, and an active interim Secret clearance.

Provides enterprise legal leadership and oversees compliance strategy, regulatory risk, governance, audit readiness, investigations, contracting, and executive reporting for a multi-state healthcare organization. Advises senior leadership and the board, translates healthcare regulations into operational guidance, manages outside counsel, and scales the legal and compliance function.

Lead the design, development, deployment, and monitoring of production AI/ML applications for dairy-farm intelligence. Responsibilities include data wrangling, feature engineering, model selection, experimentation, MLOps, agent evaluation, observability, fine-tuning, AI governance, and integration with cloud infrastructure. The role also drives AI adoption, establishes engineering practices, collaborates cross-functionally, and may build React and TypeScript user experiences.

Leads the company’s SOX 404 compliance program and internal audit function, including risk assessment, control documentation and testing, deficiency remediation, audit planning, and executive reporting. Manages audit staff, external providers, budgets, and cross-functional partnerships with Finance, Legal, IT, HR, and business leaders. Integrates data analytics and AI-assisted tools to improve audit effectiveness while supporting regulatory compliance and financial risk management.

Own Hedge’s partnership strategy and build alliances with agency networks, associations, technology providers, data partners, and platforms. Responsibilities include sourcing and negotiating deals, developing partner economics and launch plans, coordinating implementation across teams, and creating a measurable partnership pipeline. The role requires senior relationship-building, deal-structuring, and operational execution skills, with regular travel for partner and team work.

Lead consultative sales for premium single-family homes and ADUs, converting online leads into clients and guiding them through design and construction decisions. Build sales processes, collaborate with architecture and design teams, develop proposals, support marketing, strengthen partnerships, and ensure client satisfaction. Recruit, train, and manage a high-performing sales team while building scalable onboarding, follow-up, and accountability systems.

Lead technical architecture for strategic AI/HPC compute infrastructure opportunities, including GPU cluster design, benchmarking, orchestration, virtualization, and compute-to-network integration. Partner with sales and solutions teams through complex pre-sales cycles, engage executive stakeholders, guide proofs of concept, provide product feedback, publish technical guidance, mentor technical staff, and represent the company at industry events. Travel approximately 10% domestically and internationally.

Freelance CRO Specialist responsible for scaling validated conversion concepts, identifying funnel opportunities, designing and launching A/B tests, analyzing conversion and lead-quality data, and documenting reusable experimentation learnings. The role coordinates with design, technology, and paid media teams while independently managing multiple experiments across clients, markets, and verticals.