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IT Systems Specialist

CDW Amplified Services
Chicago, IL Contractor
POSTED ON 4/18/2026
AVAILABLE BEFORE 5/18/2026
IT Systems Administrator - Microsoft 365 / Identity & Security

Contract to Hire - 40 hours per week

Chicago, IL

CDW is seeking a hands-on Systems Administrator with strong experience in Microsoft 365 administration, identity management, and enterprise security. This role is responsible for managing cloud-based collaboration tools, supporting identity integrations, and ensuring secure, reliable IT operations across the organization.

Key Responsibilities:

  • Administer and support Microsoft 365 services including Microsoft 365, Exchange Online, and related collaboration tools
  • Manage user accounts, mailboxes, access provisioning, and licensing
  • Configure and maintain email security, transport rules, and mail flow policies
  • Implement and manage identity solutions using Microsoft Entra ID, including SSO and MFA
  • Integrate third-party applications (e.g., Okta) for authentication and access management
  • Administer Group Policy, DNS configurations, and domain-level security settings
  • Support Active Directory integrations and automate user lifecycle processes using PowerShell
  • Monitor and respond to phishing threats, implementing protections such as SPF, DKIM, and email security protocols
  • Troubleshoot system outages and performance issues, ensuring timely resolution and clear communication
  • Collaborate with cross-functional teams to implement system improvements and integrations, including AI-driven tools
  • Manage patching and system updates across environments including virtualization platforms
  • Support and maintain security tools such as Tenable and endpoint protection solutions
  • Assist with infrastructure security including certificate management and port/security configurations


Required Qualifications:

  • Experience administering Microsoft 365 and Exchange Online environments
  • Strong knowledge of identity and access management, including SSO and MFA
  • Hands-on experience with Microsoft Entra ID and Active Directory
  • Familiarity with email security concepts (SPF, DKIM, phishing protection)
  • Experience with Group Policy, DNS, and domain configurations
  • Proficiency in PowerShell scripting for automation and administration
  • Experience troubleshooting enterprise IT issues and managing outages
  • Knowledge of virtualization environments such as VMware or Microsoft Hyper-V


Preferred Qualifications

  • Experience with identity platforms such as Okta
  • Familiarity with security and vulnerability management tools like Tenable
  • Exposure to endpoint security tools (e.g., SentinelOne)
  • Experience supporting enterprise environments with multiple locations or divisions
  • Understanding of RBAC (Role-Based Access Control) principles

Key Traits for Success

  • Strong troubleshooting and analytical skills
  • Ability to work independently in high-pressure situations
  • Effective communication and collaboration across teams
  • Proactive approach to security, automation, and continuous improvement

#dice

Hourly Wage Estimation for IT Systems Specialist in Chicago, IL
$34.00 to $43.00
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