Top Tech Jobs & Startup Jobs in Chicago, IL

Leads development of distributed AI infrastructure for large-scale reinforcement learning and LLM post-training. Designs scalable, resilient systems; optimizes model, hardware, and inference performance; improves developer tooling and engineering practices; mentors engineers; and supports production services through reliability engineering, incident response, telemetry, and on-call operations.

Designs and delivers secure, scalable Azure infrastructure and cloud solutions for customers. Leads architecture sessions, migration and modernization initiatives, AI workload enablement, proofs of concept, and production milestones. Partners with technical and sales teams, resolves blockers, improves resiliency and performance, develops repeatable solutions, and drives customer adoption and business value. Requires strong customer-facing consulting, cloud architecture, technical project, and certification experience.

Drive technical pre-sales for data security: deliver demos/PoCs, lead hands-on workshops, design secure architectures, resolve technical blockers, advise on data governance and AI platform security, and represent Microsoft in developer communities.

Owns strategic customer success for complex financial services accounts, building executive partnerships and long-term success plans. Leads cloud, data, security, digital workplace, and AI transformation initiatives across global teams and workstreams. Coordinates Microsoft, partner, and customer stakeholders, drives adoption and measurable business outcomes, manages risks and escalations, and coaches others. The role requires substantial customer-facing consulting or portfolio management experience, executive presence, and experience with enterprise transformation in regulated industries.

Leads end-to-end security assurance for Windows, including compliance, risk assessment, security requirements, threat modeling, vulnerability research, and security tooling. Partners with engineering and product teams to implement scalable controls, coordinate cross-team security initiatives, manage milestones, and drive measurable risk reduction. The role requires influencing without authority, navigating ambiguity, and improving security processes across the Windows product lifecycle.

Develops global technical strategies for Microsoft channel partners across Azure, AI, security, data, infrastructure, and modern work. Guides cloud transformation, Centers of Excellence, technical practices, and scalable solution offerings. Advises partner executives and architects, promotes emerging technologies, translates complex concepts for technical and business audiences, and collaborates with Microsoft engineering, field, regional, and sales teams to drive adoption and measurable business outcomes.

Designs and advances security architecture for Microsoft’s enterprise productivity environment. The role assesses evolving risk, analyzes systems and telemetry, develops reusable security patterns and tooling, partners with engineering teams on deployment, communicates risk and tradeoffs, and establishes priorities and roadmaps amid incomplete information.

Designs and delivers secure, scalable Azure infrastructure and cloud transformation solutions for customers. Leads architecture sessions, migrations, modernization, proofs of concept, and production deployments across infrastructure, applications, data, SAP, hybrid environments, and AI workloads. Partners with technical and sales teams to identify opportunities, resolve blockers, optimize customer environments, develop reusable intellectual property, and drive adoption, resiliency, performance, and business value.

Secure Microsoft Windows online services through offensive security, code and deployment reviews, penetration testing, vulnerability research, and scalable mitigation development. Build reusable security review tools and agents, demonstrate exploit impact, identify novel attack vectors, bypass security controls, and collaborate with product engineering teams to strengthen architecture and defenses.

Design, build, and maintain reliable, high-scale multi-tenant services with emphasis on security, resilience, testability, and automation. Collaborate cross-team, participate in on-call rotation, support live services in Azure air-gapped regions, and contribute to new service buildouts and operational reliability.