Top Tech Jobs & Startup Jobs in Chicago, IL

Lead technical vision and architecture across a strategic account, consolidate multiple projects into a coordinated build, steer engineering direction, partner with program management, serve as primary technical contact for client executives, and act as a senior solution architect on active workstreams.

Configure, test, and deploy Microsoft 365 identity and device-management solutions (Entra, Intune, Config Manager, Defender XDR) for enterprise clients. Work with customer teams to discover, design, pilot, validate, and support migrations from on-premises Active Directory and third-party IDPs to cloud-native Entra-based architectures. Contribute to service development and collaborate across teams to improve security posture.

Lead presales engagements to uncover business drivers and design responsible, scalable AI solutions on the Microsoft cloud. Run enterprise discovery workshops, shape measurable outcomes, architect across Azure Data/AI/Security/Integration/Power Platform, produce SOWs and phased delivery plans, and communicate value to executive stakeholders while partnering with sales and delivery for deal readiness and risk mitigation.

Lead end-to-end Microsoft-focused IT consulting engagements, manage stakeholders and delivery teams, own project plans, risks, budgets, and quality, mentor team members, drive continuous improvement and identify upsell opportunities to ensure measurable client value.

The Innovation Strategist will lead AI strategy projects, design workshops, develop governance frameworks, and collaborate with business leaders to deliver actionable plans for clients.

Senior product-minded engineer owning end-to-end SaaS product areas: discovery, design, implementation, testing, and iteration. Translate ambiguous goals into workflows and technical plans, make architecture decisions, build polished UX, use and validate AI-assisted development tools, communicate clearly, and drive work independently with cross-functional partners.

Lead and deliver enterprise consulting engagements as the primary client advisor. Manage project scope, timelines, budgets, resources, and executive communications. Drive business development, oversee financial performance and forecasting, mitigate risks, and ensure client satisfaction while contributing to consulting methodologies and supporting strategic transformation initiatives.