Executive Technical Support

TEKsystems; Chicago (IL); Hybrid; USD 39,000 - 52,000; Full time

Benefits offered by this job

Medical, dental & vision

401(k) Retirement Plan

Life Insurance

Short/Long-term Disability

Paid time off

Job summary

TEKsystems in Chicago, IL is seeking an experienced IT support professional to provide white-glove help desk service for executives and users in a hybrid environment. The role covers Tier 1-3 troubleshooting, Windows and macOS, Microsoft 365, and device deployment, with on-site emphasis and occasional after-hours support.

This is a contract-to-hire opportunity offering growth into advanced IT areas. The position requires 4+ years of IT support, VIP style service, and strong AD/Intune experience,

Qualifications

• 4+ years of IT support, desktop support, or executive support experience.
• Experience providing VIP or white-glove technical support.
• Strong experience with Microsoft 365, Active Directory, Intune, Windows, and macOS.
• Comfortable supporting Tier 1-3 technical issues.
• Strong communication, customer service, and problem-solving skills.
• Self-motivated with the ability to work independently and take ownership of issues.

Responsibilities

• Provide white-glove technical support to executives and other users.
• Troubleshoot Tier 1-3 hardware, software, connectivity, and application issues.
• Support Windows, macOS, mobile devices, and Microsoft 365.
• Assist with Active Directory, Intune, user accounts, device management, and access issues.
• Configure and deploy laptops, mobile devices, and other technology.
• Escalate complex issues to infrastructure, networking, or security resources as needed.
• Provide occasional after-hours or on-call support for priority issues.
• Maintain documentation and deliver a strong overall customer experience.

Skills

4+ years IT support

VIP/white-glove support

Microsoft 365

Active Directory

Intune

Windows

macOS

Troubleshooting

Communication skills

Independent work

Job description

Job Description

Key Responsibilities

• Provide white-glove technical support to executives and other users.
• Troubleshoot Tier 1-3 hardware, software, connectivity, and application issues.
• Support Windows, macOS, mobile devices, and Microsoft 365.
• Assist with Active Directory, Intune, user accounts, device management, and access issues.
• Configure and deploy laptops, mobile devices, and other technology.
• Escalate complex issues to infrastructure, networking, or security resources as needed.
• Provide occasional after-hours or on-call support for priority issues.
• Maintain documentation and deliver a strong overall customer experience.

Qualifications

• 4+ years of IT support, desktop support, or executive support experience.
• Experience providing VIP or white-glove technical support.
• Strong experience with Microsoft 365, Active Directory, Intune, Windows, and macOS.
• Comfortable supporting Tier 1-3 technical issues.
• Strong communication, customer service, and problem-solving skills.
• Self-motivated with the ability to work independently and take ownership of issues.

Work Environment

Primarily on-site with some flexibility depending on business needs. This role offers opportunities to expand technical skills and grow into more advanced areas of IT.

Job Type & Location

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

Pay and Benefits

The pay range for this position is $28.00 - $38.00/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)

Job Type & Location

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

Application Deadline

This position is anticipated to close on Nov 13, 2026.

Workplace Type

This is a hybrid position in Chicago,IL.

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

Were 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. Were 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. Were strategic thinkers, hands‑on collaborators, helping customers capitalize on change and master the momentum of technology. Were 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.