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Desktop Support Technician - Windows 11

Jobs via Dice
Milford, CT Full Time
POSTED ON 1/2/2026
AVAILABLE BEFORE 2/1/2026
Overview:

We are seeking an experienced IT professional to support a large-scale migration from Windows 10 to Windows 11 across enterprise environments. The ideal candidate will have strong technical skills in desktop support, OS deployment, and troubleshooting, with a focus on ensuring a smooth transition for end users.

Responsibilities:

  • Execute Windows 10 to Windows 11 migration plans, including imaging, deployment, and configuration of endpoints.
  • Perform pre-migration assessments to ensure hardware and software compatibility.
  • Install, configure, and troubleshoot laptops, desktops, and peripherals during migration.
  • Utilize tools such as SCCM, Intune, and IBM MaaS360 for device management and compliance.
  • Document migration processes, maintain accurate records, and update knowledge base articles.
  • Provide Tier 2 support for post-migration issues, including application compatibility and user settings.
  • Collaborate with network and security teams to ensure compliance with organizational standards.
  • Communicate effectively with end users to minimize downtime and ensure a positive migration experience.

Qualifications:

  • 3 years of experience in desktop support or OS deployment projects.
  • Strong knowledge of Windows 10 and Windows 11 operating systems, Microsoft 365, and Active Directory.
  • Experience with SCCM, Intune, or similar endpoint management tools.
  • Familiarity with imaging tools and automated deployment processes.
  • Excellent troubleshooting and problem-solving skills.
  • Ability to work independently and in a team environment.
  • Strong documentation and communication skills.

Preferred:

  • Experience with IBM MaaS360 or other MDM solutions.
  • Microsoft certifications (MCSA, MD-100/101) or equivalent.

Job Type & Location

This is a Contract position based out of Milford, Connecticut.

Pay And Benefits

The pay range for this position is $17.00 - $24.00/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 Milford,Connecticut.

Application Deadline

This position is anticipated to close on Nov 15, 2025.

>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.

Salary : $17 - $24

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