Entry Level Service Desk Jobs in Chicago, IL (NOW HIRING)

We are seeking an IT Support Administrator to provide Tier 1 and Tier 2 support within a fast-paced enterprise environment. This role supports a global user base across Windows, macOS, mobile devices, collaboration platforms, and identity management systems. The ideal candidate will bring strong customer service skills, technical aptitude, and hands-on experience with modern endpoint management and service desk technologies.

• Okta administration and user provisioning
  • User account creation and deactivation
  • Application assignments ("chicklets")
  • Group and permission management
  • Access troubleshooting
• Microsoft Intune
  • Laptop imaging and deployment
  • Endpoint configuration and management
  • Device compliance and troubleshooting
  • Mobile device support
• JAMF
  • macOS administration and troubleshooting
  • Apple device provisioning and support
  • Device enrollment and policy management
• Service Desk Platforms
  • ServiceNow, Jira, Freshworks, or similar ticketing systems
  • Strong understanding of Incident vs. Request workflows
  • Ticket ownership, escalation, and documentation best practices

• Provide Tier 1 and Tier 2 support for hardware, software, operating systems, and enterprise applications.
• Support a mixed environment consisting of Windows, macOS, iOS, and Android devices.
• Manage user provisioning, permissions, and application access through Okta.
• Deploy, image, configure, and troubleshoot devices using Intune.
• Support Mac environments and Apple device management using JAMF.
• Manage incidents and service requests within ServiceNow, Jira, Freshworks, or similar ticketing platforms.
• Troubleshoot Microsoft 365, Teams, email, and collaboration tools.
• Support conference room and video conferencing technologies.
• Serve as an escalation point for technical issues requiring advanced troubleshooting.
• Create and maintain technical documentation and knowledge base articles.
• Collaborate with infrastructure, security, networking, and endpoint engineering teams.
• Support onboarding, offboarding, hardware deployment, and asset management activities.
• Deliver exceptional customer service to employees ranging from entry-level staff to executives.

• 1-3 years of Service Desk, Desktop Support, or Help Desk experience.
• Hands-on experience with Okta, Intune, and JAMF.
• Experience utilizing ServiceNow, Jira, Freshworks, or comparable ticketing systems.
• Strong troubleshooting skills supporting Windows 11, macOS, and Microsoft 365.
• Experience supporting mobile devices and endpoint hardware.
• Excellent written and verbal communication skills.
• Strong customer service mindset with the ability to work effectively under pressure.
• Experience supporting global or hybrid workforces.
• Experience supporting executive or VIP users.
• Knowledge of Autopilot and modern device deployment methodologies.
• Associate degree in Information Technology or equivalent experience.
• Microsoft, Apple, ITIL, Okta, JAMF, or related certifications.

• Experience with Okta user provisioning and access management
• Experience with Intune device deployment and management
• Experience with JAMF administration and Apple support
• Experience with ServiceNow, Jira, or Freshworks ticketing systems
• Strong communication and customer service skills
• Able to clearly articulate troubleshooting methodology and technical experience
• Comfortable supporting both executives and end users in a hybrid environment

This is a Monday - Friday, 1st shift, HYBRID environment

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

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)

This is a fully onsite position in Chicago,IL.

This position is anticipated to close on Sep 11, 2026.

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.

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.