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.What You Will be Doing

• 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 ConnectWise 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.

Your BackgroundRequired Experience and Skills

• 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 (ConnectWise preferred).

Skills for Success

• 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

Physical Requirements

• 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. 

About MainstayMainstay Technologies- IT you trust from a team you enjoy. Mainstay Technologies provides a full IT and Information Security department to small and medium-sized businesses in the northern New England area. As a company in the Best Companies to Work For Hall of Fame, we believe in using the power of technology and of business to help people flourish. This translates to a culture of caring, high-ownership teammates who work hard, enjoy each other immensely, and turn off the work at the end of the workday, to focus on what matters more than work.  It is our commitment to people that makes us who we are. We love what we do, and we love who we do it with. We are driven by our mission: to give more than we get. People are always the ends, never the means. In addition to being a Best Company to Work For, we have also been recognized for Coolest Companies for Young Professionals, “Best of Business” for Managed IT Services, and the Torch Award for Marketplace Ethics.  We have made the Inc. 500 | 5000 List for fastest growing small businesses 5 times.  Benefits This is a full-time, salaried position with a full benefits package, including: 

• 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  

LocationWe 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.Application We utilize an Applicant Tracking System for our applications. Please whitelist the following domains to ensure you receive our communications:  jazz.co, jazzhr.com, and applytojob.com 

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