Demo

IT Support Specialist

CheckWriters
Northampton, MA Full Time
POSTED ON 9/26/2026
AVAILABLE BEFORE 10/24/2026

Checkwriters is looking for an IT Support Specialist to work alongside our IT Director! We offer a competitive salary and benefits package, Paid Time Off, a comfortable, convenient, and state-of-the-art office, and company-sponsored social events. This is an in-office position at our Northampton, MA location. If you are good at problem solving, capable of taking on challenges, and enjoy working with others, this could be an excellent position for you!

Checkwriters is a payroll and HR services company focused on elevating every step of the customer experience. From interactions with our team to genuinely useful Payroll and HR software — we don’t just provide an excellent product. We have a team of experts who care about the details, and work continuously to ensure that we provide our customers with the best experience they’ve had with a payroll and HR provider. 

On a typical day you will:

  • Serve as the primary person responsible for triaging, solving, and documenting IT support requests for technical and non-technical users.
  • Install, configure, upgrade, and maintain computer hardware, software, systems, networks, printers, and scanners.
  • Handle access requests and maintain user accounts.
  • Assist in installation of new equipment.
  • Monitor and maintain computer systems and networks.
  • Maintain an up-to-date and accurate hardware and software inventory.
  • Respond in a timely manner to service issues and requests.
  • Help test and deploy new technologies to internal users.

Our ideal candidate will have:

  • Prior experience in a technology support role, with a functional knowledge of Microsoft Windows, Internet browsers and plugins, Microsoft Office Suite, Adobe, and virus and system health monitoring and remediation.
  • Knowledge and understanding of Windows Active Directory, NTFS permissions, Microsoft Exchange, networking concepts, and VOIP systems.
  • Established problem solving and critical thinking skills.
  • Organization skills and detail oriented.
  • The ability to communicate, written and orally, to colleagues in a respectful and tactful manner.
  • An openness to learn, take on challenges, and grow technical and customer service skills.

Salary : $48,000 - $65,000

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