Windows 11 Technician / Helpdesk

Tropical Shipping is in the final phase of its enterprise-wide Windows 11 migration and is seeking a skilled and customer-focused technician to assist with upgrading approximately 230 remaining devices. This role is critical to ensuring a smooth transition for end users and maintaining operational continuity across the organization.

Key Responsibilities :

Deploy pre-configured Windows 11 images to end-user devices (target : 5+ machines per day).

Perform post-imaging configurations including :

Connecting to corporate Wi-Fi networks

Installing and configuring printers

Setting up email, PDF tools, and other business-critical applications

Collaborate directly with end users to ensure their new devices are fully operational and personalized to their needs.

Conduct follow-up support calls (via phone or Microsoft Teams) to resolve any post-migration issues.

Document completed work and update tickets using the Halo ITSM platform.

Troubleshoot general Windows 11 issues and escalate complex problems when necessary.

Technical Environment :

Microsoft-centric infrastructure

Windows 11 deployment using a standardized image

Halo for ticketing and task tracking

Mix of desktop and laptop hardware

Qualifications :

Proven experience with Windows OS deployments and imaging

Familiarity with enterprise IT environments and device configuration

Strong troubleshooting skills in Windows 10 / 11 environments

Experience with printers, Wi-Fi setup, and common business applications

Excellent communication and customer service skills

Ability to work independently and manage multiple tasks simultaneously

• Skills

Desktop, Help desk support, Windows 10, Troubleshooting, Customer service, Active directory, Hardware, Windows, Install, Service desk, Imaging, Deployment, Help desk

• Top Skills Details

Desktop,Help desk support,Windows 10,Troubleshooting,Customer service,Active directory,Hardware,Windows,Install,Service desk,Imaging,Deployment,Help desk

• Additional Skills & Qualifications

Experience with Microsoft Endpoint Manager (Intune), Autopilot, or SCCM

A+ or Microsoft certifications (optional but a plus)

• Experience Level

Intermediate Level

• Pay and Benefits

The pay range for this position is $20.00 - $25.00 / hr.

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 West Palm Beach,FL.

• Application Deadline

This position is anticipated to close on Oct 30, 2025.

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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.