Top Tech Jobs & Startup Jobs in Chicago, IL

Lead sales across Illinois SLED accounts, build executive relationships, develop strategic account plans, drive complex opportunities from discovery to close, coordinate internal and partner resources, and champion WWT solutions (cloud, cybersecurity, AI, infrastructure) using ATC briefings, demos, and proof-of-concepts.

Drive sales of Microsoft solutions across a designated territory, owning pipeline, revenue, gross profit, and executive sales cycles from discovery through close. Build ROI-driven business cases, adoption plans, proposals, and statements of work while coordinating account executives, architects, delivery teams, licensing experts, partners, and Microsoft co-selling initiatives. Advise senior executives on collaboration, productivity, security, cloud, and AI solutions, and maintain accurate Salesforce pipeline data.

The AI Services Consultant develops and positions AI consulting engagements, collaborates across teams, and ensures service deliverables align with sales strategies.

Supports quoting and order management for assigned accounts, including quote responses, order processing, product information, tracking, technical configuration validation, promotions, partner registration, and reporting. Builds account and OEM product knowledge, identifies upsell opportunities, and maintains stakeholder relationships. The role also assists with onboarding sales operations employees and requires PST-hour availability and travel of less than 25%.

Develop full-stack software and database applications across legacy and modernized systems. Integrate AI capabilities using LLMs, agents, and automation; contribute to web platform quality, resiliency, and upgrades. Participate in Agile planning, development, testing, releases, demonstrations, and retrospectives. Provide post-production support, including quarterly on-call rotation, while collaborating with product teams to deliver reliable solutions supporting sales operations.

Manages the PMO and oversees project execution, methodology adherence, financial controls, staffing, utilization, risk mitigation, customer satisfaction, and project reporting. Develops project managers and team capabilities, drives process improvements, forecasts schedules and staffing needs, ensures SLA and milestone achievement, and coordinates with engineering, sales, finance, account teams, customers, and subcontractors.

Provides entry-level operational support to the Sales Operations team, including quoting, order processing, product information requests, order tracking, customer inquiries, and administrative tasks. Collaborates with Sales Operations Advisors, supports onboarding documentation, learns internal systems and processes, and develops foundational knowledge of company products, services, and go-to-market strategies for progression into a Sales Operations Advisor role.

Develop and operationalize AI-native engineering tools, workflows, standards, and reference architectures across the enterprise. Research emerging technologies, build proofs of concept, integrate approved tools, and create scalable engineering patterns. Develop and deliver AI training, tutorials, documentation, presentations, and demonstrations for technical teams and executives. Support adoption through office hours, change management, stakeholder communication, troubleshooting, and feedback gathering.

Leads consulting engagements that design, build, evaluate, and deploy enterprise agentic AI and infrastructure automation solutions. Responsibilities include multi-agent orchestration, LLM and model-platform integration, RAG, tool and API connectivity, guardrails, observability, testing, and production rollout. The role advises client executives, translates business needs into AI strategies, mentors engineers, develops reusable architectures and evaluation assets, and drives responsible, measurable AI outcomes.

Designs, builds, and operates observability and SRE systems that improve IT service visibility, reliability, performance, and resilience. Responsibilities include metrics collection, monitoring, alerting, APM, RUM, synthetic transactions, SLOs, incident response, capacity planning, infrastructure automation, self-healing systems, and production readiness reviews. The role also applies AI-enabled operations, supports on-call rotations, reduces operational toil, and partners with development teams on architecture and chaos testing.