IT Support Specialist

TEKsystems; Chicago (IL); Hybrid; USD 34,000 - 41,000; Full time

Benefits offered by this job

Medical, dental & vision

401(k) Retirement Plan – Pre-tax and R

Time Off / PTO

Job summary

TEKsystems is seeking an IT Support Specialist in Chicago, IL for a contract role. The candidate will resolve escalated incidents across desktop, identity, and Microsoft 365 environments, mentor junior staff, and manage IAM processes including SSO and MFA.

Proficiency with Entra ID, Okta, Intune, and device lifecycle is essential. The position emphasizes end-user support, knowledge base creation, and collaboration with cross-functional IT teams to maintain service delivery standards.

Qualifications

• Experience in advanced troubleshooting across desktop, identity, and Microsoft 365 environments.
• Familiarity with ITIL-based service management is a plus.
• Ability to mentor junior staff and share knowledge broadly.

Responsibilities

• Provide escalated incident resolution with root-cause analysis across desktop, app, network, and M365 environments.
• independently diagnose and resolve complex issues using elevated permissions when required.
• serve as escalation point to mentor teammates and transfer knowledge.
• Administer Microsoft 365 (Exchange Online, Teams, OneDrive, SharePoint) and IAM tooling including SSO and MFA.
• Handle user provisioning/deprovisioning and RBAC, manage group structures and access controls.
• Troubleshoot and administer Active Directory, Entra ID, Okta, Group Policy and authentication issues.
• Oversee endpoint lifecycle activities: device provisioning, deployment, configuration, software distribution, and compliance.
• Utilize Intune, Windows Autopilot, and JAMF for endpoint management and device administration.
• Support enterprise hardware and software deployments with security and configuration standards.
• Communicate incident status and updates to stakeholders, ensuring timely resolution and documentation.
• Contribute to RCA activities and continuous service improvement initiatives.
• Develop and maintain knowledge base articles and support procedures.

Skills

Help Desk Support

Desktop Support

Technical Troubleshooting

Active Directory Administration

Microsoft 365 Administration

Office 365 Support

Hardware Support

Windows 10/11 Support

Customer Service

Endpoint Management

Identity and Access Management (IAM)

MFA/SSO

Tools

Microsoft Intune

Windows Autopilot

JAMF

Okta

Microsoft Entra ID (Azure AD)

Microsoft 365

Job description

• Microsoft Entra ID (Azure AD)
• Microsoft Entra ID (Azure AD)
• Microsoft Azure Fundamentals

Overview

The IT Support Specialist provides advanced technical support and independently resolves a broad range of escalated IT incidents. This role serves as an escalation point for junior support analysts, contributes to knowledge management initiatives, supports process improvement efforts, and delivers high-quality end-user support across enterprise technology environments.

The ideal candidate possesses strong troubleshooting skills across desktop, Microsoft 365, identity management, endpoint management, and enterprise support technologies, with the ability to drive issues through to full resolution while maintaining a high level of customer service.

Key Responsibilities

• Provide support for escalated incidents requiring advanced troubleshooting and root cause analysis across desktop, application, network, and Microsoft 365 environments.
• Independently diagnose and resolve complex technical issues utilizing elevated administrative permissions when required.
• Serve as an escalation point for support personnel by providing technical guidance, mentorship, and knowledge transfer.
• Administer and support Microsoft 365 technologies including:
  • Exchange Online
  • Microsoft Teams
  • OneDrive
  • SharePoint Online
  • User account administration
  • Licensing management
• Support identity and access management (IAM) processes including:
  • User provisioning and deprovisioning
  • Role-based access control
  • Group management
  • Single Sign-On (SSO)
  • Multi-Factor Authentication (MFA)
  • Access troubleshooting
• Administer and troubleshoot:
  • Active Directory
  • Microsoft Entra ID (Azure AD)
  • Okta
  • Group Policy
  • User permissions
  • Authentication issues
  • Windows operating systems
• Manage endpoint lifecycle activities including:
  • Device provisioning
  • Deployment
  • Configuration management
  • Software distribution
  • Compliance enforcement
  • Hardware and software troubleshooting
• Utilize Microsoft Intune, Windows Autopilot, and JAMF to support endpoint management and device administration.
• Support enterprise hardware and software deployments while adhering to security and configuration standards.
• Own communication and coordination of incidents through resolution, ensuring consistent stakeholder updates.
• Participate in root cause analysis activities and contribute to continuous service improvement initiatives.
• Develop and maintain knowledge base documentation, support procedures, and technical articles.
• Collaborate with cross-functional IT teams to maintain consistent support standards, processes, and service delivery.

Required Skills

• Help Desk Support
• Desktop Support
• Technical Troubleshooting
• Active Directory Administration
• Microsoft 365 Administration
• Office 365 Support
• Hardware Support
• Windows 10/11 Support
• Customer Service
• Endpoint Management
• Identity and Access Management (IAM)
• MFA/SSO

Preferred Qualifications

• Experience supporting and administering:
  • Microsoft 365
  • Active Directory
  • Microsoft Entra ID (Azure AD)
  • Okta
  • Microsoft Intune
  • Windows Autopilot
  • JAMF
  • Windows Operating Systems
• Strong understanding of:
  • Identity Lifecycle Management
  • Endpoint Management
  • Enterprise Support Operations
• Experience working in ITIL-based service management environments.
• Ability to independently troubleshoot and resolve complex technical issues.
• Experience managing enterprise device deployments and modern endpoint management solutions.
• Knowledge of security, compliance, and endpoint management best practices.
• Experience leading small technical projects, initiatives, or process improvements.
• Experience with automation and scripting tools.
• Relevant certifications preferred:
  • Microsoft 365 Fundamentals
  • Microsoft Azure Fundamentals
  • JAMF Certification
  • ITIL v4 Foundation

Experience Level

Intermediate

Technologies

Microsoft 365, Exchange Online, Teams, OneDrive, SharePoint Online, Active Directory, Microsoft Entra ID (Azure AD), Okta, Intune, Windows Autopilot, JAMF, Windows 10/11, Group Policy, MFA, SSO, IAM, Endpoint Management, ITIL.

Job Type & Location

This is a Contract position based out of Chicago, IL.

Pay And Benefits

The pay range for this position is $25.00 - $30.00/hr.

Individual compensation offered for this position within this range will depend on many factors, including qualifications, skills, relevant experience, job knowledge, geographic location, internal equity, and other pertinent job-related factors.

Eligibility requirements apply to some benefits and may depend on your job classification and length of employment. Benefits are subject to change and may be subject to specific elections, plan, or program terms. If eligible, the benefits available for this temporary role may include the following:

• Medical, dental & vision
• Critical Illness, Accident, and Hospital
• 401(k) Retirement Plan – Pre-tax and Roth post-tax contributions available
• Life Insurance (Voluntary Life & AD&D for the employee and dependents)
• Short and long-term disability
• Health Spending Account (HSA)
• Transportation benefits
• Employee Assistance Program
• Time Off/Leave (PTO, Vacation or Sick Leave) Workplace Type This is a hybrid position in Chicago,IL. Application Deadline This position is anticipated to close on Sep 30, 2026.

About TEKsystems

We're partners in transformation. We help clients activate ideas and solutions to take advantage of a new world of opportunity. We are a team of 80,000 strong, working with over 6,000 clients, including 80% of the Fortune 500, across North America, Europe and Asia. As an industry leader in Full-Stack Technology Services, Talent Services, and real-world application, we work with progressive leaders to drive change. That's the power of true partnership. TEKsystems is an Allegis Group company.

The company is an equal opportunity employer and will consider all applications without regards to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

About TEKsystems And TEKsystems Global Services

We're a leading provider of business and technology services. We accelerate business transformation for our customers. Our expertise in strategy, design, execution and operations unlocks business value through a range of solutions. We're a team of 80,000 strong, working with over 6,000 customers, including 80% of the Fortune 500 across North America, Europe and Asia, who partner with us for our scale, full-stack capabilities and speed. We're strategic thinkers, hands-on collaborators, helping customers capitalize on change and master the momentum of technology. We're building tomorrow by delivering business outcomes and making positive impacts in our global communities. TEKsystems and TEKsystems Global Services are Allegis Group companies. Learn more at TEKsystems.com.

The company is an equal opportunity employer and will consider all applications without regard to race, sex, age, color, religion, national origin, veteran status, disability, sexual orientation, gender identity, genetic information or any characteristic protected by law.

San Francisco Fair Chance Ordinance: Pursuant to the San Francisco Fair Chance Ordinance, for all positions located in the city and county of San Francisco, we will consider for employment qualified applicants with arrest and conviction records.

Massachusetts Lie Detector: It is unlawful in Massachusetts to require or administer a lie detector test as a condition of employment or continued employment. An employer who violates this law shall be subject to criminal penalties and civil liability.

Use of Artificial Intelligence (AI): We may use Artificial Intelligence (AI) to support parts of our hiring process, including sourcing, screening, and evaluating candidates. AI helps assess applications and qualifications, but final decisions are made by our hiring team. By applying, you acknowledge and agree that your application may be reviewed using AI tools.