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Help Desk Administrator

Winsor Consulting Group, LLC

Help Desk Administrator

The Help Desk Administrator is a Tier 2 technician responsible for handling escalated service requests, troubleshooting complex technical issues, and providing support and mentorship to Tier 1 staff. This position plays a key role in maintaining service quality and client satisfaction by ensuring technical issues are resolved efficiently and accurately. In addition to day-to-day support duties, this role may assist with internal and client-facing projects and must maintain clear, professional communication with both clients and internal teams.

Job Duties:

  • Provide advanced troubleshooting and resolution for escalated issues from Tier 1 technicians
  • Support and resolve issues related to:
    • Windows and macOS operating systems
    • Microsoft 365 (Exchange, OneDrive, SharePoint, Teams, Intune)
    • Networking fundamentals (LAN/WAN, DNS, DHCP, VPN, Wi-Fi)
    • Active Directory and Group Policy
    • Virtualization platforms (basic support for Hyper-V, VMware)
    • PC/laptop hardware and peripheral devices
  • Image, configure, and deploy workstations and laptops
  • Deliver clear and timely updates within the ticketing system (e.g., ConnectWise Manage)
  • Maintain high levels of customer service and professionalism in all client communications
  • Participate in internal training and documentation efforts
  • Provide guidance, mentoring, and support to Tier 1 Help Desk staff
  • Identify recurring issues and recommend process or technical improvements
  • Perform remote support using remote desktop and RMM tools
  • Participate in the department's on-call rotation to provide after-hours support as needed

Preferred Skills:

  • Strong working knowledge of Windows desktop OS and Microsoft 365
  • Familiarity with Exchange Online, Active Directory, and basic server administration
  • Understanding of core networking concepts (TCP/IP, DNS, DHCP, VPN)
  • Experience with RMM and PSA tools (e.g., ConnectWise Automate/Manage)
  • Excellent troubleshooting and logical thinking skills
  • Ability to clearly document work and resolutions
  • Professional verbal and written communication skills
  • Ability to work independently and collaboratively within a team
  • Strong customer service orientation and attention to detail
  • Ability to represent Winsor Consulting in a professional manner, especially during on-site engagements

Experience:

  • 2 to 4 years of experience in a technical support role, preferably within a Managed Services Provider (MSP)
  • Experience handling Tier 2 or escalated support requests
  • Experience with remote desktop and remote support tools (e.g., ScreenConnect, TeamViewer)
  • Familiarity with scripting or automation tools is a plus

Education:

  • Associate's degree in information technology or equivalent experience. Bachelor's Degree in IT preferred.
  • Preferred Certifications - CompTIA A+, Network+, Server+, Microsoft 365 Certified: Modern Desktop Administrator Associate

Tucson, AZ Onsite Full Time

Vacancy posted 1 day ago
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