Help Desk Technician Tier II
Mainstay Technologies, Inc.
Job Description
Job Description
The Help Desk Tier II Technician is a mid-level technical role responsible for resolving more complex end-user and system issues, supporting the team’s client base, and serving as a key escalation point for Help Desk Tier I.
This role is focused on deeper technical troubleshooting, ownership of client environments, and delivering consistent, high-quality support across a wide range of technologies. The Help Desk Tier II Technician operates with a higher level of autonomy, judgment, and technical capability, ensuring issues are resolved efficiently while maintaining strong communication with clients and internal teams.
Tier II Technicians are not primarily responsible for live answer phone support; however, they may assist as needed during periods of high volume or team coverage gaps. Their primary focus remains on ticket-based work, escalations, and reactive engagement with the team’s client base to ensure stability and a strong overall service experience.
What You Will Do
Client Ownership & Service Delivery
Serve as a reactive technical resource for the Service Team’s client base, building familiarity with client environments, users, and business needs through shared documentation and team collaboration
Take ownership of client issues from initial triage through resolution, ensuring a high-quality and consistent support experience
Build and maintain strong working relationships with client stakeholders, end users, and vendors
Identify recurring issues, trends, or risks and communicate them to the appropriate internal stakeholders
Tier II Troubleshooting & Technical Resolution
Resolve intermediate to advanced technical issues across workstation, application, and basic infrastructure layers, including:
Operating system issues and performance troubleshooting
Microsoft 365 administration (user management, mailbox issues, licensing)
Google Workspace administration (user management, Gmail issues, shared drive and permissions troubleshooting)
Active Directory and Entra ID administration (user accounts, group policies, permissions)
Network connectivity and device troubleshooting (VPN, wireless, basic firewall concepts)
Line of Business application troubleshooting and vendor coordination
Hardware troubleshooting and coordination for repair or replacement
macOS and MacBook troubleshooting and support, reflecting the growing share of Apple devices across client environments
Analyze issues more deeply than Tier I, using structured troubleshooting methods to identify root cause and implement long-term solutions
Escalate complex or high-risk issues to Tier III or Engineering with clear documentation and context
Ticket Management & Workflow
Manage assigned ticket queues with a focus on prioritization, ownership, and timely resolution
Handle escalations from Tier I, ensuring proper follow-through and communication
Maintain clear, detailed, and accurate documentation within all tickets
Ensure tickets are categorized, prioritized, and updated in alignment with company standards
Service Team Support Model
Support the Service Team’s full client base as a reactive technical resource, providing consistent and knowledgeable technical support
Operate within a Service Delivery Team structure, leveraging the broader team for collaboration, support, and escalation while sharing ownership of client work across the team
Manage workload across the team’s client base, balancing reactive requests with proactive follow-up
Collaborate with other service roles to ensure alignment on client priorities and environment health
Documentation & Continuous Improvement
Maintain and improve client documentation, including system configurations, environment details, and support procedures
Identify gaps in documentation and take ownership of updating or creating new content, ensuring changes are communicated and aligned with the appropriate internal stakeholders responsible for overall documentation ownership
Contribute to process improvements by identifying inefficiencies, recurring issues, and opportunities for standardization
Cross-Team Collaboration
Work closely with Help Desk Tier I to support escalations and provide guidance on troubleshooting approaches
Collaborate with Systems Administrators, CTMs, and Engineering on more complex issues or initiatives
Participate in team huddles, training sessions, and feedback loops to improve service delivery
Time Management & Accountability
Maintain accurate time entries aligned with company standards
Effectively prioritize workload based on urgency, impact, and client expectations
Meet defined service level objectives and response expectations
Your Background
Required Experience and Skills
2–4+ years of experience in IT support within a managed services or similar environment
Proven ability to troubleshoot and resolve intermediate technical issues across workstation, application, and basic network layers
Experience supporting Microsoft 365, Active Directory, and Windows environments
Strong understanding of networking fundamentals (TCP/IP, DNS, DHCP, VPN)
Experience working within a ticketing system (ConnectWise preferred)
Preferred Certifications and Education
CompTIA A+, Network+, or equivalent certifications
Microsoft certifications (or equivalent experience) preferred
Experience working in an MSP environment strongly preferred
Skills for Success
Strong problem-solving skills with the ability to independently work through complex issues
High level of ownership and accountability for client outcomes
Ability to communicate technical information clearly to non-technical users
Strong attention to detail in documentation and ticket management
Ability to balance multiple priorities in a fast-paced environment
Collaborative mindset with a willingness to support and mentor Tier I technicians
Continuous learning mindset with a desire to grow into more advanced technical roles
Physical Requirements:
Prolonged periods of sitting at a desk and working on a computer
Must be able to lift 15 pounds at times
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