Top Tech Jobs & Startup Jobs in Chicago, IL

Design and run an enterprise AI learning curriculum, build and manage an internal AI community, evangelize AI across the company, measure adoption, partner with HR and leaders on AI readiness and change management, and influence AI strategy and talent development.

Own and manage an assigned territory to drive profitable personal lines growth across 100+ independent agency storefronts. Build and maintain virtual agency partnerships, execute territory and agency strategies, manage pipeline end-to-end, provide product and system training, ensure appropriate book mix and profitability, and collaborate with internal partners to capitalize on opportunities.

Lead revenue forecasting, pipeline health, and performance reporting. Build scalable models, support planning cycles and territory strategy, prepare executive reports, manage Salesforce governance, partner cross-functionally, and drive improvements to revenue processes and forecasting discipline.

Design and implement AI agent architectures and integrations for enterprise customers. Lead technical discovery, map systems and workflows, configure agent behavior, run QA/testing, and partner with Product/Engineering to optimize deployments and advocate product improvements.

Design, build, and maintain scalable cloud platform infrastructure; create IaC (Terraform/CloudFormation); develop CI/CD pipelines; implement monitoring, security (IAM, SIEM, firewalls) and compliance; troubleshoot and optimize performance; lead projects, collaborate cross-functionally, participate in on-call rotation, and leverage generative AI tools to improve delivery.

Design and produce real estate marketing materials and sales collateral, create graphics/infographics, present work and iterate with stakeholders, manage listing-related project tasks, coordinate with marketing and production teams, and support transaction processes to ensure timely execution.

Lead account strategy for major national customers, owning senior relationships and P&L. Set pricing, promotions, forecasting and demand planning. Drive execution across cross-functional teams, develop account teams, and deliver large-scale retail growth and profitability.

Lead end-to-end governance, planning, and execution for HR transformation programs. Coordinate cross-functional workstreams (HR, HRIS, IT, ServiceNow), embed change management, track adoption and KPIs, manage risks and escalations, drive stakeholder alignment and executive communications, and standardize program practices to improve operational effectiveness and adoption.

Lead and supervise ServiceNow platform operations and a team of analysts/developers. Oversee configuration, integrations, governance, CAB, incident management, SLAs/KPIs, reporting, and continuous improvement while supporting hiring, training, and executive reporting.

Provide rapid, high-quality technical support and onboarding for campaign clients using HubSpot and telephony tools. Develop scalable support processes, training materials, canned responses, and client enablement resources. Triage tickets, assist Client Success Managers, and run Zoom training sessions to ensure operational excellence during campaign cycles.