Top Remote IT Jobs in Chicago, IL

Provides frontline help desk support by diagnosing and resolving hardware, software, network, account, and connectivity issues. Installs and configures systems, manages user accounts and permissions, documents solutions, maintains knowledge bases, monitors IT systems, supports technology projects, and escalates complex problems. The role also handles phone triage, follows security and compliance procedures, and delivers customer-focused assistance within service-level expectations.

Provides frontline IT help desk support by diagnosing and resolving hardware, software, network, account, VPN, printer, and endpoint issues. Installs and configures systems, manages user accounts and permissions, documents solutions, monitors IT systems, follows security procedures, and escalates complex problems. Supports upgrades, deployments, network expansions, and users through phone, email, and ticketing systems while meeting service-level expectations.

Leads the internal IT organization’s AI-first transformation, including systems strategy, AI tool deployment, platform uptime, governance, security coordination, helpdesk automation, budgeting, and cross-functional adoption. Owns IT roadmaps, prioritization processes, AI metrics, compliance frameworks, and teams of up to 30 contributors while partnering with security, infrastructure, legal, and other business functions.

Provides frontline remote IT support, resolves hardware, software, access, MFA, and lockout issues, manages support tickets, administers user accounts and permissions, maintains IT asset records, and supports SSO and MDM migrations. The role also maintains documentation, performs access reviews, follows security procedures, and coordinates escalations across internal teams and vendors.

Leads the internal IT function and team across strategy, identity, endpoints, networking, collaboration, cloud infrastructure, service management, AI governance, security operations, budgets, vendors, and compliance. Builds scalable technology roadmaps, manages Microsoft 365 and endpoint environments, improves employee experience, oversees business continuity, and partners with executive leadership, Security, Engineering, Finance, and HR.

Leads OLIPOP’s IT strategy, operations, security, compliance, vendor management, and cross-functional technology projects. Oversees cloud systems, networking, endpoint management, SaaS lifecycle, helpdesk operations, onboarding and offboarding, access governance, and user support. Manages IT policies, budgets, audits, security tools, incident response, and vendor relationships while balancing strategic planning with hands-on technical execution.

Supports enterprise applications through requirements analysis, configuration, administration, incident resolution, documentation, vendor coordination, release management, licensing support, and quality assurance testing. Advises university stakeholders and end users on application functionality and best practices, assesses upgrade impacts and risks, develops mitigation plans and test plans, and implements validated solutions. The role also supports application adoption and alignment with university research, teaching, and administrative objectives.

Manage internal IT infrastructure, SOC 2 compliance, security policies, employee technical support, identity and access systems, hardware and software lifecycles, vendor relationships, asset inventory, and onboarding/offboarding workflows. The role supports distributed teams in the United States and India and requires hands-on systems administration, device and data security experience, and strong customer service. Salesforce, developer skills, Google security, and U.S.-based company experience are preferred.

Provides Tier 1 IT support through ticketing, email, chat, and phone; troubleshoots hardware, software, connectivity, Microsoft 365, VPN, and access issues. Supports employee onboarding and offboarding, account and MFA requests, asset tracking, documentation, escalation, and knowledge-base development. The role also includes cybersecurity cross-training, security incident awareness, ITSM process adherence, and evaluating AI-enabled support automations.

Provides Tier 1 IT support for hardware, software, Microsoft 365, connectivity, VPN, access, and endpoint issues. Supports employee onboarding and offboarding, identity and access requests, asset tracking, documentation, ticket management, and escalation of complex or security-sensitive incidents. The role also includes cybersecurity cross-training, knowledge-base development, AI-enabled workflow automation, and service improvement activities.

Owns day-to-day IT operations across headquarters and more than twenty software businesses. The role will standardize identity, endpoint, SaaS, device lifecycle, security, onboarding, incident response, vulnerability management, documentation, and acquisition integrations. It will also optimize cloud costs, evaluate vendors and managed services, establish governance, and recommend the long-term IT operating model. This is a hands-on builder role requiring practical judgment, strong communication, and the ability to create reliable, repeatable processes in an ambiguous environment.

Own and automate employee joiner, mover, and leaver processes across HR, identity, collaboration, ticketing, and SaaS platforms. Administer Okta, Jira Service Management, Google Workspace, Atlassian, Slack, and Zoom; build Python, API, orchestration, and AI-assisted workflows with strong security controls. Manage SaaS and non-human identities, licenses, audit evidence, and automation governance while partnering cross-functionally to improve service delivery and reduce manual effort.

Manage IT operations, support-team performance, technical escalations, identity and access management, macOS endpoint administration, collaboration and telephony systems, service workflows, automation, reporting, license utilization, and audit readiness. The role partners with Security and cross-functional teams to maintain compliant systems, improve onboarding and offboarding, establish operational standards, and enhance IT efficiency through automation and AI.

Leads Stord’s enterprise systems, corporate and fulfillment-site IT, SaaS portfolio, business process governance, master data, privacy operations, and systems integration. Owns architecture, integrations, identity, endpoints, networks, onboarding, vendor oversight, compliance evidence, AI adoption, and M&A systems integration. Builds and manages the IT and Enterprise Systems team while partnering with Security, Data, Engineering, Finance, Procurement, Legal, People, and Operations.

Owns internal IT operations for a fully remote telehealth company, including SaaS administration, identity and access management, device lifecycle and MDM, employee technical support, asset management, onboarding and offboarding, documentation, infrastructure operations, and security compliance controls. Leads foundational initiatives such as migrating OneDrive to Google Drive, deploying MDM, centralizing SaaS inventory, standardizing IT processes, and supporting Zendesk administration and integrations.

Own and modernize Boulevard’s corporate IT environment, including identity, access, endpoints, SaaS applications, device management, onboarding, offboarding, and service delivery. Build scalable operating standards, automation, governance, documentation, metrics, and self-service workflows. Resolve complex technical issues, manage vendors, lead IT programs, and partner with Security, People, Finance, Legal, Engineering, and business leaders on compliance, continuity, and technology strategy.

Administer and support the Enrich fleet maintenance platform across configuration, user access, data quality, interfaces, troubleshooting, testing, releases, documentation, and training. Provide Tier 1 and Tier 2 support for related fleet systems, investigate issues across application and data layers, monitor integrations, reconcile records, and coordinate with business, IT, and vendor teams. Support process improvements, reporting, audit readiness, and critical incidents or deployments outside standard hours when necessary.

Provides first-line remote IT support to end users through phone, email, and ticketing systems. Troubleshoots hardware, software, operating system, network, Office 365, and cloud-platform issues; manages support tickets; configures equipment; performs basic Active Directory functions; documents resolutions; escalates complex issues; and contributes to knowledge-base materials while following IT security and compliance procedures.

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.

Provides advanced helpdesk support, serves as an escalation point, troubleshoots Windows and Mac hardware and software, manages endpoint and mobile devices, supports identity and SaaS access, documents solutions, assists with onboarding and offboarding, and improves IT processes. The role also supports office technology and workplace-related IT needs while mentoring junior technicians and communicating technical concepts clearly to employees.

Administer Federal Okta, Slack, and Google Workspace environments; manage identity lifecycle, permissions, SSO integrations, shared drives, and secure communication channels. Provide remote front-line support, troubleshoot access and software issues, and document procedures. Support commercial IT operations, align Federal and commercial workflows, conduct access audits, and assist with security investigations and compliance audits.

Manage day-to-day IT for a remote-first startup, including onboarding and offboarding, device and account administration, employee troubleshooting, IT documentation, vendor coordination, endpoint security, DNS, MDM, patching, and compliance support. The role also contributes to IT projects such as MDM migration, tooling rollouts, vendor evaluation, and security improvements. This is a part-time engagement of approximately 8–10 hours weekly with occasional onsite support preferred in the San Francisco Bay Area.

Provide global IT support across hardware, software, identity, networking, cloud applications, onboarding, device provisioning, access management, endpoint administration, and asset tracking. Administer workplace systems including Okta, Google Workspace, and Kandji or Jamf. Troubleshoot macOS and Windows environments, maintain documentation and inventories, support security and compliance activities, and build automations to improve IT workflows and employee experience.

Provide technical support to a globally distributed workforce across hardware, software, identity, networking, cloud applications, and endpoint systems. Support onboarding, offboarding, device provisioning, access management, asset tracking, documentation, compliance activities, and security best practices. Troubleshoot macOS and Windows environments, escalate complex issues, and improve IT processes through automation. Collaborate with People, Security, Legal, Finance, and Engineering while exploring AI productivity tools and emerging workplace technologies.

Leads Docker’s global Information Technology organization, overseeing help desk services, application management, device lifecycle logistics, internal productivity tools, service metrics, SLAs, and continual improvement. Develops multi-year IT strategy and technology roadmaps, architects and optimizes the SaaS and cloud application ecosystem, manages technical debt, and partners with executives and technical leaders to support business growth. Builds a metrics-driven, customer-focused team and advances AI- and automation-first practices.