IT Help Desk Engineer

Mainstay Technologies, Inc. • Manchester, NH

4d • Hybrid

About The Position

The Response Services Engineer (RSE) serves as the final technical escalation point within the Response Services team. RSEs provide advanced infrastructure and systems support to Mainstay clients and serve as technical leaders within the team.
This role requires strong troubleshooting skills across on-premise and cloud environments, the ability to remain calm and decisive during outages or emergencies, and a passion for mentoring others and improving processes. RSEs collaborate closely with Response Services Technicians, Team Leads, Engineering, and Client Technology Managers to ensure the timely resolution of complex issues while maintaining a high standard of client communication and documentation.
All RSE levels are expected to be adept technical researchers, capable of learning new technologies quickly and applying that knowledge effectively in real-world scenarios.

Requirements

• 3-5 years of experience administering and supporting server infrastructure (cloud and on-premises), and the underlying network
• Advanced depth of skills, knowledge, and experience in server administration, such as:
• Modern Windows Server operating systems and underlying services such as: Active Directory, DNS, DHCP, DFS, NPS. Radius.
• Microsoft Azure Infrastructure-as-a-Service: Management and troubleshooting of Servers, Networks, Storage, and VPN connectivity to on-premises equipment.
• Office 365/Exchange Online administration.
• Backup technologies: VEEAM, Datto, Network Attached Storage, Azure Backup.
• Virtualization: VMWare and HyperV hosts, high-availability clusters.
• Shared storage concepts and functional working skills with various shared storage technologies (provisioning LUNs, expanding volumes, configuring RAID, etc.) on Dell/EMC, Lenovo, or equivalent SAN.
• Current certification in Microsoft Server/Azure, Fortinet, Cisco, VMWare, or other infrastructure-related (required)
• Networking technologies: Cisco, Cisco Meraki, Fortinet, or equivalent knowledge (required)
• Client-focused mindset with strong written and verbal communication skills; able to translate technical complexity into clear, actionable information for clients and internal team members.
• Strong problem-solving ability with a structured, methodical troubleshooting approach; able to form hypotheses, test assumptions, and iterate toward resolution under pressure.
• Intellectual curiosity and investigative mindset; driven to understand why issues occur, not just how to fix them. Proactively explores root causes, emerging technologies, and unfamiliar systems to expand technical depth.
• Ability to work independently and self-direct work; comfortable owning complex issues from identification through resolution with minimal oversight, while knowing when to escalate or collaborate.
• Ability to follow established processes while thoughtfully identifying gaps, inefficiencies, or improvement opportunities and contributing ideas to strengthen team workflows.
• Comfort operating in a fast-paced, evolving environment; able to pivot priorities, adapt to changing conditions, and remain effective amid ambiguity.
• Passion for technology and continuous learning; consistently seeks to expand skills, stay current on industry trends, and apply new knowledge to improve outcomes.
• High level of empathy, ownership, and accountability; takes responsibility for outcomes, demonstrates care for teammates and clients, and follows through on commitments.
• Ability to collaborate effectively with team members, vendors, and clients, while also being effective when working independently for extended periods.
• Prolonged periods of sitting at a desk and working on a computer
• Must be able to lift 15 pounds at times.
• Travel between offices and to client sites may be required.
• Applicants must live within driving distance to support onboarding and ongoing team integration.

Nice To Haves

• Formal Education (Associates or Bachelors) in Computer Science (preferred, not required)

Responsibilities

• Infrastructure Support: Serve as a point of escalation and support, and troubleshoot clients’ on-premises and cloud infrastructure.
• Act as a primary escalation point for complex client issues across on-premise and cloud infrastructure.
• Troubleshoot and resolve advanced server, network, and application issues escalated from Response Services or Client Technology Managers.
• Respond to server and network outages or emergencies in alignment with Mainstay standards and procedures.
• Collaborate with Engineering and Security teams as needed to resolve high-impact technical problems.
• Participate in Tier 3 on-call rotation for engineering-level escalations.
• Provide overflow support to Response Services boards during periods of high volume.
• Client Communication & Incident Management
• Assist Response Services Technicians in assessing business impact and urgency during outages.
• Communicate downtime, progress updates, and resolutions clearly and professionally to clients and internal team members
• Exercise sound judgment and discretion when escalating issues to leadership or Client Services Managers.
• Time Management & Client Billing: Maintain accurate time entries and effective time management to ensure productivity in a fast-paced work environment.
• Maintain accurate time entries using fractional billing methods.
• Balance and prioritize workload based on urgency and impact.
• Maintain reasonable availability between 8:00 AM and 5:00 PM for meetings, calls, and escalations.
• Documentation & Knowledge Sharing: Create and maintain accurate client documentation throughout the infrastructure design and support process.
• Create and maintain accurate client and internal documentation throughout the troubleshooting and resolution process.
• Update outdated documentation and identify gaps or areas for improvement.
• Share knowledge with teammates through coaching, documentation, and informal training.
• Identify trends, common failures, and recurring issues to improve team effectiveness and client outcomes.

Benefits

• full benefits package, including 75% of medical costs covered for the entire family
• 401(k) with 3% match
• training program (including paid certifications, tuition reimbursement, and bonuses on achieving certs)
• laptop
• smartphone
• charitable program
• 3 weeks of starting PTO (4 weeks after 2 years)
• long-term sabbatical benefit

What This Job Offers

• Job Type: Full-time
• Career Level: Mid Level
• Education Level: Associate degree
• Number of Employees: 11-50 employees