Location Note: This a role for our Wakefield, MA office with the potential for a hybrid schedule (3 days in office per week).
The Purpose of Your Role:
Do you want to work for a fun, growing organization where people truly make a difference?
We are seeking a Technical Support Administrator who will play an integral role in building and engaging the company’s customer base and creating effective strategies that will promote long-term growth of our firm.
The Technical Support Administrator will be responsible for providing support to 250+ end users on all IT systems and applications. They will provide customer service, troubleshoot problems, and advise on appropriate actions. The Technical Support Administrator will also be responsible for maintaining the desktop, network, and server infrastructure.
What you'll bring to Sentinel:
- Proficient knowledge of Microsoft Office 365 applications such as Excel, PowerPoint, Word, Outlook (Microsoft Access and Vizio is a plus)
- Knowledge of Windows 11 and MacOS
- Experience with centrally managed Antivirus applications (SentinelOne is a plus).
- Experience with Hardware/Software troubleshooting MacBook Laptops
- Server support experience with various Windows Server versions
- Proficiency with Active Directory (Microsoft Entra ID is a plus)
- End user support experience
- Windows Remote Desktop experience (Splashtop is a plus)
- Experience with Exchange Server administration, basic network administration (Office365/Exchange Online a plus)
- Knowledge of IP routing protocols, SMTP, TCP/IP, DNS, DHCP
- Basic working knowledge of VMWare vCenter
- Basic working knowledge of AWS
- Basic working knowledge of ticket tracking systems (FreshService is a plus)
- Basic working knowledge of Mobile Device Management Systems (NinjaRMM and Kandji/Iru is a plus)
- Basic working knowledge of simple SQL queries
- Basic working knowledge of automation systems
What you’ll be responsible for:
- Work with the IT team to assist with infrastructure upgrades and projects
- Install and configure new software and hardware
- Work with end users to resolve issues
- Write and manage technical documentation, policies, and procedures
- Help define and establish common system administration functions
- Perform on-site and remote technical support
We are looking for someone who is eager, ready to learn, and take on new challenges. We are looking for someone who is results driven, with excellent analytical and problem-solving skills. Although frequently working as part of a team, this person must be able to work independently on projects and finish them within time and budget. Our industry is forever changing, and we are looking for someone who is flexible and willing to embrace change.
Preferred qualifications:
- College degree in related technical / business areas or equivalent work experience.
- Experience with Hardware/Software troubleshooting of desktops and laptops
- 1-2 years of experience in a Systems Driven IT Department
- 1-3 years of experience providing desktop/laptop/server/network support in a fast-paced environment where the technology is constantly evolving
- End user support experience
- This position will be in Wakefield, Massachusetts. This role will have the opportunity for a hybrid schedule (3 days in the office per week)
- Salary Range: $60,000-$65,000
At Sentinel, compensation is calibrated to your geographic location to reflect local market conditions; the posted salary range may vary based on where you live.
What you’ll be part of:
Joining our company means becoming part of something special. We're driven by a mission to excel in our industry and within our team, supported by people who truly care about our organization.
Sentinel was recently recognized by The Boston Globe as a Top Place to Work in 2020, 2023 and 2025. In 2021, 2022, 2023 and 2024, Sentinel earned a Top Workplace USA Award from Energage.
At Sentinel, we welcome people from diverse experiences, backgrounds, and perspectives – and we wouldn’t have it any other way. So even if you don’t meet every single requirement, please consider applying if you like what you see. Our priority is to find talented individuals who enrich our team culture, contribute with enthusiasm, and are passionate about what they do.
Sentinel is an equal opportunity employer and welcomes everyone to our team. If you need reasonable adjustments at any point in the application or interview process, please let us know.
Some of our Benefits:
- PTO (vacation, sick, personal time bank)
- FTO (Flexible time off for vacation, sick, and personal time) after 2 years of service
- 12 Paid Holidays (10 stated and 2 floating holidays)
- 2 Community Volunteer Days
- 5 Summer Half Days
- Medical, Dental, Vision
- Life Insurance
- LTD & STD
- Retirement Plan with 4% Employer Match
- Parental Leave
See What We Stand For: https://www.sentinelgroup.com/About-Us/Join-Our-Team
Who we are:
Sentinel Group proudly serves nearly 5,000 clients throughout the U.S. For 35+ years, we’ve remained devoted to positively impacting the lives of our people, our clients and our communities. With a 9-year average associate tenure among our 265 professionals, our team’s commitment to excellent service has positioned Sentinel as the only provider who makes benefits EASY: easy for your people; easy for your business; and easy for you.
Our ultimate goal is to help companies and their employees prepare for their future health, wealth and retirement needs. Whether it’s through retirement plans, group health insurance, reimbursement accounts or financial planning, we engineer simple solutions and continuously strive to make them better. Our in-house experts – and their commitment to excellence – define who we are.
Sentinel is also one of the largest employee benefits firms in Massachusetts (Boston Business Journal) and was named a 2022 Retirement Plan Adviser of the Year in the Mentorship category (PLANADVISER Magazine).
Top Skills
Sentinel Group Wakefield, Massachusetts, USA Office
100 Quannapowitt Parkway, Wakefield, MA, United States, 01880
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