Systems Administrator

The Systems Administrator is a hands-on technical expert on Mainstay’s Service Team, focused on keeping client environments secure, stable, and well maintained. As a key layer between frontline support and technical leadership, this role owns recurring system-level work, drives standards across environments, and tackles complex escalations that go beyond day-to-day support.

Partnering closely with the Service Delivery Teams, the Systems Administrator helps deliver reliable, consistent service across Mainstay’s client base. It’s a great fit for someone who thrives on technical depth, values operational excellence, and enjoys making a measurable impact on long-term client success.

• Maintain secure, stable, and high-performing client environments through recurring system administration and proactive maintenance.
• Perform core administration tasks including upgrades, permissions management, storage maintenance, and environment hygiene.
• Resolve technical escalations that fall outside standard support.
• Address security findings, including vulnerability and CVE remediation.
• Execute technical work such as patching, firmware updates, printer installs, application upgrades, and hardware configuration.
• Partner with service teams on audits, licensing renewals, onboarding-related technical tasks, and proactive reviews.
• Coordinate with vendors and support service transitions when needed.
• Keep documentation accurate and consistent across assigned environments.
• Manage and prioritize Connect Wise tickets with strong organization, follow-through, and visibility.
• Work with peers and leadership to improve processes and increase efficiency through automation, scripting, and AI-assisted solutions.

• Minimum 2 – 3 years of experience in technical support, system administration, or client-facing IT roles.
• Proven troubleshooting and problem-solving skills across workstation, network, and system platforms.
• Strong documentation habits and organizational ability to maintain consistency across environments.
• Experience with ticketing systems (Connect Wise preferred).

• Clear and concise written communication.
• Highly accountable and ownership-driven mindset.
• Attention to detail, accuracy, and repeatability in execution.
• Ability to work independently while collaborating within a structured team model.
• Growth-oriented and receptive to feedback and refinement.
• Continuous improvement mindset – proactively identifies opportunities to streamline workflows, reduce manual effort, and enhance operational efficiency through process refinement, automation, and the practical use of AI tools

• Travel to client sites is required, sometimes with short notice.
• Prolonged periods sitting at a desk and working on a computer.
• Ability to lift up to 50 pounds.

• A flexible and fun work environment with events, lunch+ learns, ping pong, snacks, games, and books
• 3 weeks of PTO (4 weeks after 2 years) per year
• A 2-week sabbatical at 5 years and a 5-week sabbatical at 10 years
• Health, Dental, and Vision Insurance
• Disability Insurance
• Group and Supplemental Life Insurance
• Paid Family Leave
• 401(k) with 3% match
• ESOP!
• Team Profit Sharing
• Training program (including paid certifications, tuition reimbursement, and bonuses on achieving certs)
• Paid Volunteer Time Off

We believe in Work-from-Anywhere and in the value of in-person relationships. We offer strong flexibility to work remotely, while also recognizing the importance of face-to-face connection through team meetings, all-staff gatherings, and in-person client meetings.

We maintain a beautiful office in Manchester, NH, as well as a satellite office in Laconia, and we encourage each team member to choose the mix of home and in-office work that best supports their wellbeing and effectiveness. While coming into the office weekly is encouraged, it is not required.

Because this role includes in-person client meetings, applicants must live within driving distance of our clients, offices, and team events to support client relationships, onboarding, and ongoing collaboration.