Top Tech Jobs & Startup Jobs in Chicago, IL

Technical pre-sales role designing secure, scalable Azure architectures and migrations. Lead workshops, demos, and proofs-of-concept; guide modernization (6R, containerization, AKS, Arc); design hybrid networking and enterprise integrations; collaborate with engineering and partners to remove technical blockers and meet security and compliance requirements.

Lead customer-facing Azure cloud and AI architecture engagements: advise executives, design secure scalable solutions, drive Azure adoption, modernize applications, and enable production-scale AI across apps, infra, and data while mentoring peers and delivering technical excellence.

Develop and maintain code and automation for highly scalable M365 sovereign cloud services. Operate live sites, participate in on-call rotations, troubleshoot incidents, improve observability, design automation for deployments, and collaborate with product and security stakeholders to ensure reliability and compliance.

Design and deliver secure, scalable Azure and AI-ready infrastructure. Lead architecture sessions, drive migrations and modernization (infrastructure, databases, SAP, hybrid), ensure operational excellence, create repeatable IP, resolve technical blockers, and accelerate customer adoption and business value.

Lead end-to-end delivery of strategic data science and AI projects: define business problems with stakeholders, prepare large datasets, build and deploy predictive, prescriptive, and generative AI models (including LLMs), implement prompt engineering and fine-tuning, ensure production-grade code and ML lifecycle practices, present insights to senior stakeholders, and promote responsible AI and adoption across teams.

Lead Azure pre-sales for strategic enterprise accounts: drive pipeline, forecast, design solutions, run POCs, integrate partners, mentor junior staff, and promote Azure AI and data platforms to accelerate customer cloud adoption.

Lead customer success engagements by aligning Microsoft solutions (cross-cloud, Azure, Modern Work, Dynamics) to customer objectives. Build executive relationships, develop strategic roadmaps and Customer Success Plans, drive adoption and consumption, mitigate blockers, orchestrate delivery resources, and coach teams to achieve business outcomes and operational health.

Lead product and program analytics for Microsoft skilling experiences. Design funnel and learner-journey analyses, define success metrics, build measurement frameworks, run experiments and causal analyses, develop competency/skill models, partner with product and engineering on telemetry, recommend content and curriculum improvements, mentor data scientists, and ensure data privacy and telemetry quality.

Lead enterprise customers through cloud and AI transformation, develop and execute account plans, orchestrate cross-functional Microsoft teams, drive revenue growth and large deals, build industry knowledge and trusted relationships with senior customer stakeholders, and advocate for customer outcomes throughout the lifecycle.

Lead Azure AI solution design and delivery within the AI Factory: build generative AI POCs/MVPs to production, unblock technical issues, drive adoption, provide technical program management, and influence product roadmap through customer feedback.