Desktop Support Technician - Windows 11 Deployment

Position Overview

We are seeking a Desktop Support Technician to support a large-scale Windows 11 deployment initiative across multiple enterprise locations. This role is ideal for a hands-on IT professional with strong desktop support experience who is comfortable working independently and supporting end users during hardware refresh and operating system migration activities.

The successful candidate will play a key role in device imaging, deployment, troubleshooting, and migration efforts, helping ensure a smooth transition to Windows 11 across the organization.

Key Responsibilities

Desktop Support & Deployment

• Perform workstation imaging, configuration, and deployment activities.
• Support Windows 11 migration projects, including user setup and post-deployment troubleshooting.
• Migrate pilot and production user groups to new devices and operating systems.
• Install, configure, and support desktop hardware, software, peripherals, and mobile devices.
• Diagnose and resolve hardware, software, operating system, and connectivity issues.
• Provide onsite support across multiple office and branch locations as required.

Technical Support

• Troubleshoot and resolve end-user issues in a timely and professional manner.
• Perform hardware replacements, system upgrades, and device refresh activities.
• Document support procedures, deployment activities, and issue resolutions.
• Escalate complex technical issues when necessary.

Project Support

• Assist with large-scale desktop deployment and device refresh initiatives.
• Coordinate deployment schedules and support users during migration windows.
• Ensure successful device rollouts with minimal disruption to business operations.
• Support after-hours deployment activities and maintenance windows.

Required Qualifications

• Experience performing computer imaging and device deployment activities.
• Strong desktop support experience, including hardware and software troubleshooting.
• Experience supporting Windows-based environments.
• Ability to work independently and manage tasks with limited supervision.
• Strong customer service and communication skills.
• Excellent problem-solving and troubleshooting abilities.
• Willingness to travel between multiple work locations as needed.

Preferred Qualifications

• Previous experience supporting Windows 11 deployments or operating system migrations.
• Experience with enterprise desktop refresh projects.
• Familiarity with deployment and imaging tools.
• Experience working in large corporate or enterprise environments.

Work Schedule

• Standard business hours: Monday through Friday, 8:00 AM to 5:00 PM.
• Flexibility to work after hours during deployment windows, typically between 5:00 PM and 10:00 PM.
• Must be comfortable working a schedule that includes both daytime imaging activities and evening deployment support.

Work Environment

• Onsite position supporting multiple office and branch locations.
• Fast-paced environment supporting a large enterprise-wide technology initiative.
• Opportunity to work closely with IT teams and end users throughout a major desktop modernization project.

Why Join

• Participate in a large-scale Windows 11 deployment impacting an entire enterprise.
• Gain valuable experience with enterprise device refresh and operating system migration projects.
• Develop highly transferable skills in desktop support, deployment, and endpoint management.
• Work in a collaborative environment while contributing to a critical technology modernization effort.

Job Type & Location

This is a Contract position based out of Honolulu, HI.

Pay and Benefits

The pay range for this position is $20.00 - $25.00/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 fully onsite position in Honolulu,HI.

Application Deadline

This position is anticipated to close on Sep 24, 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.