Field Service Technician Jobs in Boston, MA

Start Your Career in Technology

Breaking into IT can be challenging without hands-on experience. At Wingman Technology, we believe real-world experience is what builds true skill.

Whether you're transitioning into IT, currently pursuing a degree, recently graduated, or looking to grow your technical career, we're looking for motivated individuals who want to build a long-term future in the technology industry.

This is more than just another technician position—it's an opportunity to gain experience across multiple areas of technology while working alongside experienced professionals on real-world projects.

About the Role

This is a dynamic, field-based position—not a desk job. Every day brings new environments, new systems, and new challenges. You'll gain hands-on experience across multiple disciplines within IT and low-voltage technologies while supporting a wide variety of commercial clients.

Our services include:

• Desktop and end-user support
• Network deployment, configuration, and troubleshooting
• Data management and recovery
• Structured cabling (Category 6, fiber optic, and data infrastructure)
• Data center support
• CCTV and video surveillance systems
• Access control systems
• Audio/Visual installation and control systems
• Wireless network deployments
• Technology infrastructure design and implementation

This broad exposure allows our technicians to develop a well-rounded skill set and become capable of supporting a wide range of business environments.

You'll work with clients across retail, hospitality, multifamily residential, commercial, manufacturing, healthcare, education, and government sectors, providing installation, troubleshooting, maintenance, and infrastructure deployment services.

More Than Just Technical Work

Our technicians are trusted representatives of Wingman Technology and play an important role in every project.

In addition to technical work, you'll be expected to:

• Document work performed clearly and accurately
• Maintain organized service notes and project documentation
• Communicate professionally with clients, vendors, and coworkers
• Keep project managers informed of progress, challenges, and completed work
• Represent Wingman Technology with professionalism and integrity on every job site

Strong organizational skills, attention to detail, and clear communication are just as important as technical ability.

Growth & Advancement

Wingman Technology is a growing company that believes in promoting from within. We invest in individuals who are eager to learn, take initiative, and continuously improve their skills.

We provide:

• On-the-job training
• Hands-on mentorship from experienced technicians
• Technical workshops and skill development
• Company-provided tools
• Exposure to a wide range of technologies and environments
• Clear advancement opportunities into Senior Technician, Specialist, Project Coordinator, and Project Management roles

Several members of our team started with little or no industry experience and have advanced into leadership and specialized technical positions.

If you're motivated, adaptable, and committed to building your career, advancement can happen quickly.

Requirements

• Reliable transportation to travel to client sites throughout New England
• Strong troubleshooting and problem-solving abilities
• Working knowledge of Windows and macOS
• Experience with desktop support and end-user assistance
• Familiarity with networking concepts including VPNs, firewalls, switching, and wireless networking
• Proficiency with Microsoft Office and the ability to quickly learn new software platforms
• Strong organizational and time management skills
• Ability to accurately document completed work and maintain detailed project records
• Professional verbal and written communication skills
• Ability to work independently while collaborating effectively within a team
• Strong attention to detail and commitment to producing high-quality work
• Ability to learn quickly and adapt to changing field environments
• Ability to lift equipment, climb ladders, and perform physical installation work as required

What Makes Someone Successful at Wingman?

The most successful members of our team are people who:

• Take pride in producing quality work
• Are dependable and accountable
• Stay organized and document their work thoroughly
• Communicate clearly and professionally
• Take initiative without waiting to be told every step
• Think critically and enjoy solving problems
• Continue learning and expanding their technical knowledge
• Work well with clients and teammates alike

Experience is valuable—but attitude, work ethic, and a willingness to learn matter even more.

If you're looking for a career where you'll gain hands-on experience, work with cutting-edge technology, and have a clear path for growth, we'd love to hear from you.

Job Types: Full-time, Part-time, Contract

Work Location: In Person (Travel Required)

Pay: $19.00 - $22.00 per hour

Benefits:

• Flexible schedule
• Paid training
• Tools provided

Work Location: In person