Top Remote IT Jobs in Chicago, IL

First-line IT support handling high-volume helpdesk requests via Freshservice. Troubleshoot Windows and macOS hardware/software, support Microsoft 365, assist with device provisioning using Intune/Autopilot, manage accounts in Entra ID, support remote users, document resolutions, perform basic network troubleshooting, contribute to the IT knowledge base, and assist on IT projects and onboarding/offboarding.

Own internal IT systems: identity/SSO provisioning, device lifecycle and MDM/endpoint security, SaaS access and licensing, onboarding/offboarding, automation of IT workflows, internal networking, and support while contributing to security and compliance.

Provide end-user support and Help Desk ticketing across the college: troubleshoot and resolve technical issues, deliver training and guidance, maintain systems, assist with audits/backups and enforce IT policy, communicate status to stakeholders, and collaborate across functions to ensure consistent operations and customer satisfaction.

Provide day-to-day IT support and maintenance across the college: manage help desk tickets, troubleshoot and resolve technical issues, create training materials, assist with audits/backups and enforce IT policy, communicate status to stakeholders, and collaborate cross-functionally to ensure end-user satisfaction.

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.

Support global infrastructure as an SME across databases, servers, networks, storage, and application platforms. Provide medium-to-high complexity run-the-business support, incident resolution, project resources, requirements gathering, solution implementation, knowledge articles, and mentoring. Cover 24/7 shifts as required.

Provide first-line remote technical support to students and parents for devices and learning platforms via email, chat, ticketing, and phone. Troubleshoot hardware/software/connectivity across Mac, Windows, iOS, and Chromebooks, escalate complex issues, maintain knowledge base articles, and report on ticket volume and trends. Weekend coverage and clear written communication required.

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.

Provide Level II help desk support for managed services clients: resolve phone and ticketed issues, escalate and assist Level I, maintain KB and documentation, configure endpoints, troubleshoot networks, security, printers and mobile devices, and communicate SLA status.

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.

Own and automate IT workflows and SaaS integrations (identity, collaboration, core business apps). Configure SSO and identity protocols, maintain DNS and email security, troubleshoot endpoints and apps, support SOC 2/SOX compliance, document standards, and partner cross-functionally to scale reliable, secure IT systems.

Provide remote technical support for hardware, software, and network issues; install, configure, and maintain computer systems and LAN/WAN; troubleshoot system and network problems; assist with VPN setup; use Remedy, Jira, and other IT management tools; collaborate with IT team.

Lead IT operations for a multi-site ambulatory surgery network, managing infrastructure, clinical and business systems, security and compliance, service desk, vendor relationships, and IT budgeting. Ensure uptime, drive integrations and migrations, execute DR/BC plans, and report operational metrics while partnering with the CIO on strategy and roadmaps.

Provide live technical support for Maggie court reporting product: triage and resolve product, hardware, network, and audio issues via tickets, calls, and chats; coordinate escalations to IT and engineering; file bug reports; maintain knowledge base; take on-call shifts for P0 incidents; build runbooks and hardware kits.

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 Net at Work's internal IT organization, ensuring reliability, security, scalability, and performance across applications, infrastructure, cloud, and cybersecurity. Oversee application rollouts, SDLC practices, operations, vendor relationships, budgeting, and acquisition due diligence. Partner with executives and business leaders to align technology roadmaps, governance, and service delivery while building a service-oriented, high-performing IT team.

Provide remote technical support for clients, troubleshooting Ubiquity networks, VoIP/SIP/PBX systems, cloud infrastructure, CCTV, and network buildouts. Respond via phone, email, and remote tools, log tickets, guide clients through setups, and follow up to ensure resolution.