Top Tech Jobs & Startup Jobs in Chicago, IL

Leads UX engineering across design and engineering teams, translating research and product concepts into functional prototypes, reusable design systems, front-end solutions, and production-ready code. Drives accessibility, performance, security, and design consistency while influencing product direction, mentoring team members, guiding technical strategy, and collaborating on AI-powered experiences. Owns complex product outcomes, oversees design and code reviews, integrates secure-by-design practices, and supports backlog prioritization and end-to-end product delivery.

Lead design and build of production-ready cloud and AI systems, prioritize security and reliability, ship solutions quickly using modern engineering practices, collaborate with cross-functional teams, mentor engineers, drive customer adoption, and deliver reusable assets and end-to-end complex deliveries.

Design, build, test, and operate production-grade, secure, and scalable software and services. Partner with customers to translate requirements into technical designs, drive engineering best practices (CI/CD, testing, observability), deliver end-to-end solutions, lead technical workstreams, and apply AI/LLM approaches where appropriate to produce production-ready outcomes.

Drive customer success for strategic, complex cloud accounts by developing shared plans, accelerating Azure and cross-cloud adoption, managing executive relationships, orchestrating resources, overseeing programs, resolving blockers, and improving solution value and renewals. The role aligns Microsoft solutions with customer objectives, coordinates delivery across stakeholders, identifies growth opportunities, and develops technical skilling plans.

Lead technology strategy and multi-year transformation roadmaps for a strategic insurance customer. Build executive relationships, identify Azure and Microsoft Cloud opportunities, drive AI, data, security, modernization, and resilience initiatives, shape commercial agreements, and orchestrate Microsoft, partner, and customer teams. Apply insurance-industry expertise to govern adoption, consumption, risks, outcomes, and ROI while advancing responsible AI and measurable business value.

Leads complex commercial sales and negotiation strategies for strategic customer accounts. Develops customer-centric offers, pricing scenarios, contract structures, and close plans to drive revenue, cloud adoption, renewals, and growth. Advises internal and external stakeholders, coordinates account and partner teams, assesses deal, legal, profitability, and compliance risks, and ensures adherence to commercial policies and regulatory requirements. Coaches sales teams and uses AI-enabled tools and sales metrics to improve pipeline conversion and deal outcomes.

Develop and grow Microsoft's technology partner ecosystem across the Americas and LATAM. Build executive relationships, negotiate agreements, manage sales pipelines and opportunities, drive partner adoption of Microsoft Cloud solutions, secure investments, and collaborate with internal sales and specialist teams. The role requires consultative selling, strategic planning, analytical problem-solving, technical communication, and knowledge of Microsoft products.

Advises strategic insurance customers on AI-led transformation, connecting business outcomes across underwriting, claims, distribution, risk, compliance, and customer experience to Microsoft cloud, data, AI, security, and partner capabilities. Builds executive relationships, develops transformation roadmaps and business cases, originates and advances commercial opportunities, coordinates account and partner teams, and helps scale AI initiatives from pilots into governed enterprise programs. Also provides insurance industry thought leadership and guidance on responsible AI, regulatory requirements, and operating model modernization.

Leads strategic user experience research and customer co-creation workshops focused on large-scale digital and AI-powered experiences. The role designs qualitative and quantitative studies, facilitates interviews and surveys, develops foundational research strategies, manages executive stakeholders, and communicates insights through persuasive storytelling. It partners across Microsoft to define customer moments of truth, shape product direction and experience design, and deliver customer-centric solutions for enterprise clients.

Embed with strategic customers to lead end-to-end technical programs, applying AI-assisted engineering to accelerate delivery. Coordinate cross-functional teams, make data-driven decisions, manage risks, and cultivate reusable solution patterns and playbooks to scale impact.