Systems Administrator

Mainstay Technologies, Inc.•Manchester, NH

7d•$65,000 - $80,000•Hybrid

About The Position

The Systems Administrator (SA) is a hands-on technical member of Mainstay Technologies’ Service Team, responsible for recurring system-level tasks, environment maintenance, and technical escalations. The role sits between frontline support and strategic technical leadership, contributing to environment stability, consistent execution of technical standards, and timely handling of escalations outside standard break/fix support. The SA collaborates with Client Technology Managers (CTMs), Help Desk (HD), System Technicians (ST), Onboarding Professionals, and other service team members across Mainstay’s client base. The SA performs system administration and delegated technical work across security, maintenance, administrative setup, projects, and reactive support. Work includes printer and scanner setup, audits, software and line-of-business (LOB) upgrades, firmware updates, patching, drive-space and storage maintenance, file and folder permissions, hardware configurations, vulnerability and CVE remediation, and other environment reviews. The role also coordinates with vendors and oversees service transitions. The SA assists CTMs with annual audits, licensing renewals and documentation, user setup configuration, and new-user onboarding technical tasks, but does not own workstation deployments. The position manages assigned tickets in ConnectWise Manage, coordinating priorities with CTMs and RS Leads. It requires clear ticket updates, documentation, time tracking, configuration associations, priority setting, and adherence to escalation protocols and company standards. The SA contributes to documentation for assigned technical functions and collaborates with colleagues and leadership to improve processes, including exploring automation, scripting, and practical AI-assisted improvements. Participation in team huddles, feedback loops, pilot reviews, and retrospectives is expected. This is a full-time, salaried role. Mainstay offers flexibility to work remotely and in the office; weekly office attendance is encouraged but not required. Applicants must live within driving distance of clients, offices, and team events. Travel to client sites is required and may sometimes be on short notice.

Requirements

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 is preferred.
Clear and concise written communication.
Accountability and an 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.
A continuous-improvement mindset, including identifying opportunities to streamline workflows, reduce manual effort, and improve efficiency through process refinement, automation, and practical use of AI tools.
Ability to travel to client sites, sometimes with short notice.
Ability to lift up to 50 pounds.
Applicants must live within driving distance of Mainstay's clients, offices, and team events.

Nice To Haves

CompTIA A+, Network+, or equivalent technical certifications.
Familiarity with managed service provider (MSP) operations.
Exposure to automation tools such as Rewst.

Responsibilities

Perform system administration tasks, including printer and scanner setup, audits, software upgrades, drive-space monitoring, proactive maintenance, file and folder permission management, and storage maintenance.
Coordinate with vendors and oversee service transitions.
Remediate security findings, including vulnerabilities and CVEs.
Respond to system-level technical escalations outside standard break/fix support.
Perform delegated technical tasks such as printer installations, LOB upgrades, firmware updates, baseline standards, patching, and hardware configurations.
Assist CTMs with annual audits, licensing renewals and documentation, user setup configuration, and proactive environment reviews.
Support new-user setups by assisting with system specifications, procurement processing, and technical tasks defined in CTM-led onboarding surveys; workstation deployments are not owned by the SA.
Maintain accurate and consistent documentation across assigned client environments and assigned technical functions.
Monitor and manage tickets assigned to the SA queue in ConnectWise Manage.
Coordinate with CTMs and RS Leads to prioritize tickets according to urgency, complexity, and strategic importance.
Update tickets with clear summaries, documentation, and completion steps.
Track time using defined SA work roles and queues, and manage tickets according to company standards for documentation, time entries, configuration association, priority setting, and escalation.
Participate in team huddles and CTM and management feedback loops to improve workflows.
Collaborate with peers and leadership to identify process improvements, including automation, scripting, and practical AI-assisted improvements.
Participate in pilot reviews and retrospectives.
Travel to client sites, sometimes with short notice, and perform other duties as assigned.

Benefits

Flexible and fun work environment with events, lunch-and-learns, ping pong, snacks, games, and books.
Three weeks of PTO per year, increasing to four weeks after two years.
Two-week sabbatical after five years and five-week sabbatical after ten years.
Health, dental, and vision insurance.
Disability insurance.
Group and supplemental life insurance.
Paid family leave.
401(k) with 3% match.
Team profit sharing.
Training program, including paid certifications, tuition reimbursement, and bonuses for achieving certifications.
Paid volunteer time off.