Windows Deployment Technician Jobs (NOW HIRING)

We are seeking a detail-oriented Windows Deployment Technician to support enterprise device rollouts, imaging, and lifecycle management. This role is responsible for deploying and configuring Windows 10 and Windows 11 environments, ensuring systems are properly set up, secured, and ready for end-user productivity.

• Deploy, configure, and support Windows 10 and Windows 11 systems across the organization
• Perform OS imaging, configuration, and provisioning of desktops and laptops
• Execute large-scale device rollout and refresh projects, ensuring timely delivery and minimal business disruption
• Install and configure hardware, software, drivers, and enterprise applications
• Troubleshoot deployment-related issues, including imaging failures, driver conflicts, and system performance problems
• Provide onsite and remote support for end users during deployments and post-deployment stabilization
• Document deployment processes, procedures, and troubleshooting steps

• Perform imaging using tools such as SCCM/MECM, MDT, Autopilot, or similar deployment platforms
• Configure devices using Microsoft Intune / Endpoint Manager (if applicable)
• Join systems to Active Directory / Azure AD and apply group policies
• Migrate user profiles, data, and settings from legacy systems to new devices
• Support hardware peripherals including monitors, docking stations, printers, and mobile devices
• Ensure compliance with security standards, patching, and endpoint configurations

• 1–3+ years of experience in Windows deployment, desktop support, or IT support
• Hands-on experience with Windows 10/11 imaging and deployment tools (SCCM, MDT, Autopilot, etc.)
• Strong understanding of Microsoft environments (Active Directory, O365)
• Familiarity with hardware setup, configuration, and troubleshooting
• Ability to follow standardized deployment processes and documentation

• Strong troubleshooting and problem-solving abilities
• Ability to manage multiple deployments and meet deadlines
• Excellent attention to detail during imaging and configuration tasks
• Strong communication and customer service skills

• Experience with enterprise-scale deployments or refresh projects
• Knowledge of Intune / Endpoint Manager and modern device management
• Familiarity with network basics (TCP/IP, DNS, DHCP)
• IT certifications (CompTIA A+, Microsoft, etc.)

• Ability to lift and move IT equipment as needed
• Flexibility to support after-hours or project-based deployments

Job Type & Location

This is a Contract position based out of Boston, MA.

The pay range for this position is $25.00 - $30.00/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)

This is a fully onsite position in Boston,MA.

This position is anticipated to close on Jun 20, 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.