Top Senior IT Jobs in Chicago, IL

Build and lead a centralized IT function across a holding company and portfolio. Run acquisition IT workstreams and create a Day 1-100 integration playbook. Select and operate identity and access systems, build joiner/mover/leaver processes, maintain living inventory of tools/accounts/licenses, manage MSP relationships and vendor contracts, and connect back-end systems to the cross-portfolio data platform while engaging business stakeholders.

Provide timely end-user support for 750+ staff: troubleshoot desktops, laptops, printers, phones, and peripherals; perform deployments, imaging, patch management; assist with Office 365, Mimecast, SCCM, and Intune administration; create documentation and user training; ensure security and compliance; escalate complex issues to senior IT staff.

Provide senior-level remote IT support and operations for a distributed workforce: troubleshoot macOS/Windows/Linux/mobile, manage onboarding/offboarding, administer identity (Rippling/Okta) and MDM, maintain asset inventory, build AI-driven automations (Console.com, Risotto, Unthread), support SOC 2/HIPAA/ISO compliance, write runbooks in Notion, and contribute to the IT roadmap while mentoring the team.

Serve as first-line IT support for hardware, software, networking, and enterprise applications. Triage and resolve support tickets, manage onboarding/offboarding, administer Okta and endpoint management (Intune, Jamf), maintain device health and access controls, collaborate with Security and Engineering, document processes, and improve support workflows to ensure a secure, compliant, and user-friendly hybrid work environment.