Top Senior IT Jobs in Chicago, IL

Lead and manage global IT teams (Help Desk, Trading App Support, Systems Engineering, Datacenter, Networking) to ensure operational resilience and high uptime. Develop IT strategy, policies, AI-assisted workflows, and vendor relationships; oversee infrastructure, security, and compliance while reporting performance and driving continuous improvement using data analytics.

Lead IT as a product for a ~800-person remote company: build AI-first service delivery, architect enterprise-grade identity and device trust (Okta, Jamf), govern a 200+ app SaaS portfolio, own major incident response, partner with Security on zero-trust and compliance, and scale a globally distributed IT team while enabling enterprise sales.

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.

Provide Tier 2 technical support and own escalations across devices, apps, and cloud platforms. Administer enterprise SaaS (Google Workspace, Atlassian, Okta, Jamf, Slack), perform root cause analysis, build SOPs/KB content, partner with cross-functional teams, and use automation and generative AI responsibly to reduce tickets and improve service.

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.

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 tier 1-2 IT support across hardware, software, SaaS apps, and remote connectivity; administer identity and access management; maintain device fleet via MDM; build automation for lifecycle workflows; support SOC 2/ISO/HIPAA evidence and access reviews; document workflows; partner with People, Security, and Engineering on cross-functional projects.

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.

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.

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.

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.

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.

Lead and govern global IT change management lifecycle: intake, risk-based assessment, approvals, execution, validation, post-change review, reporting, and continuous improvement. Coordinate across IT teams, vendors, MSPs, and regions to minimize service disruption, maintain audit-ready records, deliver training, and drive tooling and process automation opportunities to support high-availability and data center operations.

Lead and operate enterprise IT infrastructure across Azure and Microsoft 365, endpoints, networking, voice, backup, and monitoring. Manage and mentor infrastructure and support teams, drive identity and provisioning processes, support security/compliance, and deliver modernization and automation projects while owning incident escalation and service delivery.

Administer and secure enterprise IT and OT environments across sites, supporting Windows Server, virtualization, networking, cloud (Azure/M365), PLC/SCADA integrations, backups, DR, segmentation and Zero Trust initiatives. Provide Tier 2/3 escalation, network/OT troubleshooting, monitoring, documentation, compliance support, and collaborate with infrastructure, security, and manufacturing teams to maintain production uptime.

Lead global IT operations for a HIPAA-regulated healthtech company, managing a small support team and hands-on ticketing. Build and maintain systems for compliance and visibility, optimize vendor costs, implement security/onboarding processes, drive process improvements with KPIs and automation, and serve as primary IT liaison to leadership and partners.

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.

Manage and grow a remote helpdesk team while providing hands-on tier 2/3 support. Own ticket triage, SLAs/KPIs, onboarding/offboarding, M365/Google Workspace and Azure AD administration, endpoint management via Intune/MDM, vendor and asset lifecycle, security policy enforcement, documentation, and process improvement.