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Top IT Jobs in Chicago, IL
Real Estate • Hospitality • Industrial
Provides Tier 2 technical support for internal users and managed services clients. Responsibilities include resolving escalated tickets, troubleshooting Windows, macOS, Microsoft 365, identity, networking, servers, mobile devices, meeting-room technology, and specialized IP-based systems. The role monitors alerts, coordinates vendors and escalations, maintains ticket documentation, contributes to knowledge resources, delivers customer service, and participates in on-call rotations.
Top Skills:
Access Control SystemsActive DirectoryBackup PlatformsBuilding Automation SystemsCctvConditional AccessDhcpDigital SignageDnsEdrEndpoint SecurityEntra IdEv SystemsExchange OnlineFirewallsHalo PsaIp CamerasmacOSMfaMicrosoft 365Microsoft TeamsMobile Device ManagementNvrOnedrivePoeRmm ToolsSharepointSwitchesTimecard SystemsVirtualizationVoipVpnWi-FiWindows 10/11Windows Server
eCommerce • Fintech • Payments • Software
Provides Level II helpdesk support for employees and contractors, handling user administration, desktop troubleshooting, licensing, hardware requests, VIP support, asset tracking, audits, maintenance, patching, product specialization, and special projects. The role requires regular in-office attendance, ticket ownership, response to unexpected issues, and occasional equipment handling.
Top Skills:
Comptia A+Comptia Network+Comptia Tech+Google WorkspacemacOSNetworking TechnologiesOktaPc HardwareTelephony ServicesVoip SoftphoneWindows
Artificial Intelligence • Cybersecurity
Provide onsite and remote IT support for hybrid and distributed employees. Resolve hardware, software, account access, connectivity, collaboration, and help desk issues; manage tickets, assets, onboarding and offboarding, identity access tasks, endpoint management, and documentation. Support MacOS and Windows environments, conference room technology, printers, and peripherals. Escalate complex issues and partner with Security and IT Engineering on device compliance and access controls.
Top Skills:
Google WorkspaceIntuneIruJAMFJIRAJira Service ManagementmacOSMfaMicrosoft EntraOktaSlackWindowsZoom
Edtech
Manages the IT Operations team supporting end-user devices, peripherals, hardware, software, networking, licensing, purchasing, provisioning, deployment, and inventory. Oversees six desktop support technicians, ensures timely resolution of user issues and security compliance, develops lifecycle policies and procedures, leads strategic planning and partnerships, and recruits, trains, and evaluates staff. The role also manages IT business plans and continuously improves service delivery for faculty, staff, and researchers.
Top Skills:
Apple MacosBoxEndpoint Management SystemsGmailMicrosoft OnedriveNetworked ServersNetworked WorkstationsTcp/IpWindows
Computer Vision • Healthtech • Information Technology • Logistics • Machine Learning • Software • Manufacturing
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.
Top Skills:
AnydeskAWSCodentCurveDental Imaging SoftwareDenticonDentrixEaglesoftETLIntraoral Scanner PlatformsOpen DentalRemotepcSplashtopTeamviewerWindows Server
Cybersecurity
Provides advanced internal IT support across identity, devices, software, SaaS, and workplace applications. The role resolves complex employee technology issues, manages support workflows, builds AI-assisted automations and self-service resources, analyzes support metrics, and improves onboarding, access, device, and software processes. It also coordinates with security, infrastructure, endpoint, identity, and enterprise systems teams while supporting distributed employees across time zones.
Top Skills:
AIAPIsAutomationConsoleEndpoint ManagementIdentity And Access ManagementKnowledge BasesMachine LearningSaaSScriptingService CatalogsTicketing SystemsTinesWorkato
Consumer Web • Digital Media • Information Technology • News + Entertainment • On-Demand
Senior IT operations leader shaping enterprise operational strategy, disaster recovery, and infrastructure roadmaps. Leads large cross-functional programs, governs standards, advises executives, manages vendor strategy, and mentors engineering staff to improve reliability, performance, and continuity.
Artificial Intelligence • Beauty • Fitness • Software
Provides first-line IT support to employees by responding to tickets, troubleshooting hardware and software, managing installations and configurations, supporting credentials and access, maintaining documentation, and improving IT workflows. The role requires strong Windows and Mac expertise, network and identity troubleshooting, ServiceNow experience, endpoint and mobile device management knowledge, and excellent communication and customer service skills.
Top Skills:
AzureCrowdstrikeJAMFmacOSExcelMicrosoft IntuneMicrosoft WordOktaServicenowSharepointSlackWindowsZoom
Artificial Intelligence • Beauty • Fitness • Software
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.
Top Skills:
AzureCrowdstrikeJAMFmacOSExcelMicrosoft IntuneMicrosoft WordOktaSaaSSlackWindows
Artificial Intelligence • Cybersecurity
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.
Top Skills:
Google WorkspaceOktaSlackSso
Artificial Intelligence • HR Tech • Software • Automation
Provides first-line IT support for employees in a remote environment. Responsibilities include troubleshooting hardware, software, account, access, connectivity, laptop, and peripheral issues; supporting onboarding and offboarding; managing and documenting tickets; configuring devices and software; maintaining IT documentation; escalating complex problems; and identifying recurring issues. The role requires strong communication, organization, troubleshooting, and service skills, with 0–2 years of related experience.
Top Skills:
Google WorkspaceJIRAmacOSMicrosoft 365WindowsZendesk
Other
Manages core business systems including NetSuite, HubSpot, Microsoft 365, and related SaaS tools. Oversees user access, permissions, integrations, data quality, reporting, security, and vendor relationships. Builds workflow automations using low-code tools, evaluates practical AI applications, supports staff technology adoption, maintains IT policies and continuity plans, and troubleshoots system issues across a remote organization.
Top Skills:
Ai PlatformsAPIsCeligoCRMErpHubspotMicrosoft 365NetSuitePower AutomateSaaSZapier
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Artificial Intelligence • Fintech • Software
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.
Top Skills:
Apple Business ManagerDnsEndpoint ManagementEndpoint SecurityGoogle WorkspaceIrumacOSMac MdmSoc 2ThreatdownVanta
Generative AI
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.
Top Skills:
APIsAtlassianAWSEndpoint SecurityGitGCPGoogle WorkspaceJAMFJavaScriptKandjiLinuxmacOSMfaOktaPythonSaaSSlackSsoWindowsZoom
Generative AI
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.
Top Skills:
AtlassianAWSEndpoint SecurityGitGCPGoogle WorkspaceIdentity And Access ManagementIruIso 27001JAMFJavaScriptKandjiLinuxmacOSMfaOktaPythonSaaSSlackSoc 2SsoWindowsZoom
Digital Media • Hardware • Information Technology • Mobile • Music • News + Entertainment • Software
Provides advanced Tier 2 technical support across networking, firewalls, hardware, media players, connectivity, and enterprise environments. Diagnoses root causes, manages escalations, supports strategic accounts, and partners with Product, Engineering, Customer Success, and Sales. Administers and optimizes Zendesk AI Co-Pilot, automation, workflows, and self-service. Develops troubleshooting documentation, coaches support staff, analyzes issue trends, advocates for product improvements, and participates in on-call and occasional holiday coverage.
Top Skills:
Firewall ConfigurationTcp/IpVlansZendeskZendesk Ai Co-Pilot
Software
Manage identity and access systems, endpoint devices, office networking, AV and conferencing infrastructure. Automate recurring IT issues, serve as a technical escalation point, support employee onboarding and offboarding, maintain secure configurations, and partner with Security on SOC 2 audit readiness. The role also contributes to Agile sprints and IT projects within a fully remote, geographically distributed team.
Top Skills:
AgileAWSBashConfluenceGitGCPGoogle G SuiteJAMFJIRALanLinuxmacOSMdmNode.jsOktaPythonSAMLSlackWifiWindows 11Zoom
Edtech
Leads and develops the internal IT helpdesk and systems administration team, shifting operations from reactive support to proactive service delivery. Owns IT roadmaps, cross-functional projects, vendor relationships, authentication and access standards, disaster recovery, security improvements, and process automation. Establishes measurable KPIs and audit-ready onboarding and offboarding workflows while improving documentation, service levels, workload visibility, and operational accountability.
Real Estate • Transportation • Hospitality • Industrial
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.
Top Skills:
At&TAutopilotAzureAzure AutomationAzure Storage AccountsBrightfinConditional AccessCrowdstrike Falcon CompleteDidDruvaDynamics 365 SalesEntra IdExchange OnlineFortinetHpIntuneKnowbe4KonicaLogicmonitorMicrosoft 365Microsoft Business CentralMicrosoft CopilotMicrosoft DefenderMicrosoft GraphMicrosoft TeamsMicrosoft Teams PhoneNinjarmmOnedrivePower PlatformPowershellSd WanSharepoint OnlineSite-To-Site VpnSolarwinds Service Desk (Samanage)VerizonVerkadaWindows 11
Fintech • Software • Financial Services
Provide frontline IT support via ticketing (NinjaOne): resolve account, software, hardware, network, and conferencing issues; configure and image laptops; manage endpoint enrollment (Intune/Rippling); support Entra ID/Azure AD and MFA; document tickets and knowledge base (Notion); escalate complex issues; assist onboarding/offboarding while following security and compliance practices.
Top Skills:
ChatgptClaudeEntra Id (Azure Ad)IntuneMicrosoft 365MimecastMulti-Factor Authentication (Mfa)NinjaoneNotionOnedriveOutlookPowershellRippling MdmSharepointTeamsVpnWi-FiZoom
Cloud • Information Technology • Consulting • Cybersecurity
Provides Tier II technical support for application, hardware, network, server, workstation, cloud, and mobile-device issues. Troubleshoots Windows, macOS, and Linux environments; manages user accounts, permissions, and access rights; monitors systems and networks; documents resolutions; mentors junior staff; and supports software deployments, upgrades, and network projects. Tracks incident trends and root causes to improve IT service delivery and user experience.
Top Skills:
AWSAzureConnectwiseDhcpDnsHyper-VJIRALinuxmacOSServicenowTcp/IpVMwareVpnWindows ServerZendesk
Information Technology
Provides Tier II technical support for applications, hardware, networks, servers, workstations, cloud environments, and mobile devices. Troubleshoots complex issues, manages user accounts and permissions, documents solutions, monitors systems, and reports incident trends. The role also mentors junior staff and participates in software deployments, system upgrades, and network enhancement projects while delivering strong customer service.
Top Skills:
AWSAzureComptia A+ConnectwiseDhcpDnsHyper-VJIRALinuxmacOSMcseNetwork+ServicenowTcp/IpVMwareVpnWindows ServerZendesk
Healthtech • Professional Services • Consulting
Provide Tier 2 technical support and serve as escalation for Tier 1: troubleshoot hardware, software, networking, user accounts, Windows 11, Microsoft 365, VPN, and printers; perform onboarding/terminations and user training; use RMM for patching, security hardening, and deployments; support multi-site office setups and ISP provisioning; monitor refrigeration temperatures; comply with HIPAA and PCI; participate in incident response and on-call rotation.
Top Skills:
HipaaInternet Service ProvidersLeast-Privilege Access ControlsLine-Of-Business ApplicationsMicrosoft 365Patch ManagementPciPrintersRmm ToolsSystem HardeningVpnWindows 11
Information Technology
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.
Top Skills:
AIAutomationCloud InfrastructureSaaS
Marketing Tech • Mobile • Software
Leads and supports internal IT operations for a globally distributed workforce. Manages a small IT team, oversees infrastructure and systems, improves identity, device, and SaaS tooling, partners across departments on onboarding and security, supports SOC 2 and ISO 27001 compliance, and establishes scalable processes, SLAs, ticketing workflows, and documentation. This is a hands-on player-coach role focused on reliability, security, efficiency, and employee experience.
Top Skills:
Data Loss Prevention (Dlp)Endpoint Detection And Response (Edr)Identity Provider (Idp)Iso 27001Mobile Device Management (Mdm)SaaSSoc 2VpnZoom
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