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Desktop Support Technician L2

Jobs via Dice
Westborough, MA Full Time
POSTED ON 4/4/2026
AVAILABLE BEFORE 5/2/2026
Company Overview

Milestone Technologies is a global IT managed services firm that partners with organizations to scale their technology, infrastructure and services to drive specific business outcomes such as digital transformation, innovation, and operational agility. Milestone is focused on building an employee-first, performance-based culture and for over 25 years, we have a demonstrated history of supporting category-defining enterprise clients that are growing ahead of the market. The company specializes in providing solutions across Application Services and Consulting, Digital Product Engineering, Digital Workplace Services, Private Cloud Services, AI/Automation, and ServiceNow. Milestone culture is built to provide a collaborative, inclusive environment that supports employees and empowers them to reach their full potential.

Our seasoned professionals deliver services based on Milestone's best practices and service delivery framework. By leveraging our vast knowledge base to execute initiatives, we deliver both short-term and long-term value to our clients and apply continuous service improvement to deliver transformational benefits to IT. With Intelligent Automation, Milestone helps businesses further accelerate their IT transformation. The result is a sharper focus on business objectives and a dramatic improvement in employee productivity. Through our key technology partnerships and our people-first approach, Milestone continues to deliver industry-leading innovation to our clients. With more than 3,000 employees serving over 200 companies worldwide, we are following our mission of revolutionizing the way IT is deployed.

Job Overview

As a Level 2 Desktop Support, you are responsible for supporting client technology and services located onsite at the customer location. This includes but is not limited to desktop/laptop break/fix, re-imaging, troubleshooting, desk & mobile phone support, and Audio/Visual & physical conference room support technologies. This is an internal end-user employee-facing role where your skills in maintaining and developing relationships with internal users and executive staff are crucial.

Plan, designed, implemented, and supported hardware and software installation projects Analyze, tested, and debug compute device systems

Customize systems for specific functional areas or unique user needs

Laptop/Desktop Break-Fix, Remote Desktop Support, Remote Office on-site Travel Support OS, variety of applications, security agents/services, and hardware issues for users (MAC OS, Windows, IOS, Android)

Work with IT Infrastructure teams to set and maintain existing infrastructure environments and assist with local changes

Provide user training and education

Re-imaging with data transfer is a requirement New HW delivery and setup

May require lifting of boxes and compute HW in addition to installation under desks

Printer installation and troubleshooting

Problem diagnosis and resolution

Ensure client satisfaction and client management

Provide user training and education

Reporting to customers and management on status, resource needs, and projected outcomes

Mentorship and training of junior Regional IT Specialists by more senior members of the team on processes and tools

Project management

Skills

Job experience and history focused on Desktop Support at Tier 2 levels

Proficient in macOS and Microsoft Windows

Skilled in all diagnostics, commands, etc

Experienced in the utilization of an array of Desktop Imaging and MDM tools, such as Intune, SmartImager, Imperious, and SmartDeploy.

Thorough knowledge of Personal Computer Hardware, PDA devices, Desktop Software, Windows 10, Office 365, Microsoft Office products, OSX, G-Suite support & administration, Anti-Virus, Internet Browsers, Internet connectivity

Demonstrated proficiency and professionalism when interfacing with customer employees, executives, and VIPs when providing Desktop Support

Leadership ability to ensure technical growth and professionalism of Desktop team and colleagues

3 years of relevant technical experience supporting users in a Windows and Mac environment

Ability to multi-task and manage multiple priorities in a fast-paced environment

Ability to diagnose and solve complex technical issues

Ability to professionally perform and communicate in stressful and high-impacting situations

CompTIA's A and Network certification preferred; MCSE: Desktop Infrastructure and CCNA a plus

Good oral and written communication skills

Ability to work collaboratively with other IT Regional Specialists and cross-functional technical team members to support deadlines; ability to work independently as well

Ability to interface with executive-level internal employees and troubleshoot their computing requirements

Strong aptitude for learning new technologies and understanding how to utilize them in a customer-facing environment

Ability to follow standard engineering principles and practices

Creative approach to problem-solving

Ability to handle multiple tasks concurrently with competing deadlines

Ability to travel to customer sites for installations, troubleshooting, user training, and relationship management

Compensation

Estimated Pay Range:

Exact compensation and offers of employment are dependent on circumstances of each case and will be determined based on job-related knowledge, skills, experience, licenses or certifications, and location.

Our Commitment to Diversity & Inclusion

At Milestone we strive to create a workplace that reflects the communities we serve and work with, where we all feel empowered to bring our full, authentic selves to work. We know creating a diverse and inclusive culture that champions equity and belonging is not only the right thing to do for our employees but is also critical to our continued success.

Milestone Technologies provides equal employment opportunity for all applicants and employees. All qualified applicants will receive consideration for employment and will not be discriminated against on the basis of race, color, religion, gender, gender identity, marital status, age, disability, veteran status, sexual orientation, national origin, or any other category protected by applicable federal and state law, or local ordinance. Milestone also makes reasonable accommodations for disabled applicants and employees.

We welcome the unique background, culture, experiences, knowledge, innovation, self-expression and perspectives you can bring to our global community. Our recruitment team is looking forward to meeting you.

Salary.com Estimation for Desktop Support Technician L2 in Westborough, MA
$67,419 to $85,521
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