Top Tech Jobs & Startup Jobs in Chicago, IL

Leads solution architecture for complex automation opportunities, partnering with sales and clients to define use cases, assess feasibility, develop proposals, and build business cases. Owns opportunity governance, coaches solution architects, aligns pursuit and delivery teams, documents handoffs, and drives continuous improvement across automation programs integrating cloud, security, and digital services.

Lead client-facing FinOps engagements from discovery through realization, including cloud cost assessments, tooling implementation, allocation models, optimization, governance, and technical remediation. Advise executive stakeholders, architect solutions across AWS, Azure, or GCP, and support presales proposals. Develop reusable delivery frameworks, playbooks, SOWs, pricing models, and scalable offerings, including emerging AI infrastructure cost-management practices.

Leads development and operation of a secure, multi-tenant as-a-Service automation platform using ServiceNow. Defines requirements, guides developers, manages the platform lifecycle, integrates monitoring and incident-management tools, automates ordering, billing, and asset processes, maintains configurations and security, develops metrics and documentation, leads demonstrations, and coordinates with customers, service providers, and internal technical, financial, and program teams.

Leads delivery assurance for client automation engagements, serving as the primary customer liaison and coordinating engineers, project managers, technologists, and internal teams. Responsibilities include managing milestones, contracts, budgets, risks, staffing, customer expectations, project success metrics, Agile ceremonies, and team health. Supports adoption of new automation capabilities, project kickoff, business development, scope changes, and statements of work while ensuring timely delivery and customer satisfaction. Travel to customer sites may reach 30%.

Leads client automation engagements and incubates new automation offerings from pilot through adoption and scale. Coordinates delivery, engineering, consulting, project management, vendors, and geographically dispersed teams to achieve measurable client outcomes. Drives customer satisfaction, growth opportunities, reusable frameworks, thought leadership, and cross-functional solution development. Requires strong executive communication, estimation, project financials, Agile leadership, and understanding of software development lifecycles, integrations, applications, and business operations.

Leads customer engagements involving infrastructure automation, observability, agentic AI, and AI-enabled operations. Designs architectures, translates business needs into technical strategies, leads hands-on implementation, develops reusable automation patterns, communicates solutions to executives and engineering teams, mentors engineers, and advances consulting practice capabilities. Work includes observability pipelines, infrastructure-as-code, orchestration, testing, cloud and on-premises validation, AI agent integration, governance, and operational workflows.

The Solutions Managing Director in AI Tech Strategy & Consulting drives AI strategy engagements for enterprise clients, manages high-value portfolios, and leads consulting teams while fostering C-suite relationships and business growth.

Own the full customer renewal lifecycle, including forecasting, negotiation, deal closure, and renewal consolidation. Analyze customer data, maintain forecasts and reporting, improve renewal workflows, and identify upsell and cross-sell opportunities with sales and customer success teams. Maintain accurate license and expiration records, manage orders and drop shipments, and resolve vendor licensing and support issues while building strong customer relationships.

Lead Services business operations for financial services accounts from sales through delivery. Partner with account leadership, sales, contract management, finance, project coordination, and delivery teams. Standardize opportunity, pricing, contract, financial, and resource management processes; support timely process execution; prepare recurring portfolio review materials; and assist with broader account operations.

Manage large-scale transformational technology programs, including governance, delivery, budgets, forecasts, procurement, risks, milestones, staffing, quality, and stakeholder engagement. Lead distributed matrixed teams, oversee project managers, resolve escalated issues, manage statements of work and contract changes, deliver executive reporting, and ensure customer satisfaction and profitability. Coach program staff and maintain long-term goals across portfolios of projects.