Top Senior IT Jobs in Chicago, IL

Lead and execute remote technical implementations for dental practices from signing through go-live. Configure PMS integrations, set up remote access and network configurations, manage AWS-hosted Windows VMs/ETL, handle support volume, liaise with MSPs, and improve onboarding processes and automation while partnering with cross-functional teams.

Lead IT operations across infrastructure, desktop support, networks, endpoint and identity services; drive security controls, vulnerability reduction, incident response, and IT projects; support manufacturing/plant-floor systems; manage vendors, audits, and remediation activities; periodically travel to plant sites.

Provide advanced end-user support and escalation for complex desktop, Microsoft 365, and endpoint issues; manage accounts in Active Directory; mentor junior staff; drive incident resolution, root-cause analysis, and service improvements; support onboarding/offboarding, workstation provisioning, and security/compliance tasks.

Lead and manage IT teams and operations across multiple institutions and campuses. Own IT strategy, budgeting, vendor management, infrastructure stability, security, and project delivery. Hire, mentor, and develop staff while aligning technology initiatives with organizational goals and regulatory best practices.

Manage and improve cloud-based SaaS IT environment, administer M365 and identity systems, operate and tune security platforms (Arctic Wolf, Zscaler, Okta, Mimecast), monitor alerts and lead incident response, oversee helpdesk (Freshservice), manage vendors, enable users through training and documentation, and apply AI and automation to streamline IT operations.

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 100% onsite IT field services at a hospital: troubleshoot, configure, install, maintain and retire hardware/software; manage incidents and requests to SLAs; perform deployments, change control, inventory/ITAM, end-user training, and participate in projects. Travel and on-call support required.

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.

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.

Lead a Service Desk team supporting external financial clients; manage daily support operations, escalations, SLAs, and client communications; partner with engineering on incidents and continuous improvement; provide hands-on technical leadership across monitoring, integration, and database tools.

Lead and manage a remote US IT support team to deliver high-quality technical support. Oversee daily operations, SLAs, ticket triage, knowledge base, training, metrics reporting, and escalation for complex issues while coordinating cross-functional initiatives and adopting industry best practices to improve customer satisfaction.

Provide day-to-day IT support for a globally distributed AI company: triage help-desk tickets, provision and ship laptops, manage Google Workspace, enforce endpoint security and device compliance, run onboarding/offboarding, maintain SaaS seat/license management, support office networking/AV, write runbooks, and contribute to security, infrastructure, and automation projects as the first EMEA IT hire.

Serve as the primary US IT contact, providing first-line support, managing helpdesk tickets, configuring and imaging devices via Workspace ONE, handling onboarding/offboarding and device lifecycle, maintaining IT asset records, and coordinating office infrastructure with vendors to ensure secure, reliable workplace technology.

Senior IT Support Engineer responsible for endpoint lifecycle management, imaging, app packaging, patching, and backend administration of SCCM, Jamf, and Intune. Provide technical support for Windows and macOS in classroom/lab environments, manage tickets, collect SCCM metrics, troubleshoot hardware/software imaging and drivers, and participate in incident/change management and on-call rotation as needed.

Lead and develop an IT team to run secure, scalable infrastructure and support services. Oversee daily operations, project delivery, vendor management, compliance with security/regulatory frameworks, performance metrics, budgeting, and continuous improvement while partnering with business leaders.

Remote IT Manager responsible for analyzing, upgrading, and administering IT systems (networks, servers, email, backups), evaluating vendors and technologies, managing projects, tracking inventory, training staff, and providing technical support to improve operational efficiency.

Contract IT System Administrator to manage and harden multi-cloud (AWS/Azure) infrastructure and Microsoft 365 identity/collaboration stack, support endpoints and managed IT/security SaaS platforms, automate routine tasks with scripting, maintain documentation and compliance posture for Department of War mission spaces, and serve as hands-on technical escalation for operational issues.

Contract IT System Administrator to manage and harden multi-cloud (AWS/Azure) infrastructure and Microsoft 365/Entra ID, support endpoints and managed IT/security SaaS, automate admin tasks with scripting, maintain documentation, and help meet DoW security and compliance expectations.

Manage multi-site IT support operations for a manufacturing organization: lead L1/L2 teams, resolve hardware/software issues, oversee infrastructure, enforce cybersecurity, coordinate vendors, manage imaging and deployments, document systems, and align IT with production goals.

Provide frontline and advanced application support for radiology imaging workflows: incident triage, user provisioning, configuration changes, DICOM troubleshooting, monitoring interfaces, coordinating with networks/storage/vendors, maintaining SOPs and knowledge base, delivering end‑user training and on‑call doctor support to meet SLAs.