MSP Service Desk & Support Specialist
At a glance
Mid-level IT Support & Helpdesk role at Red Cup IT, Inc. Remote, United States · full-time · no salary stated · we estimate $75,000–$120,257.
Red Cup IT, Inc. has not published a salary for this role. The figure below is our estimate, not theirs.
remoteroles summary, based on the employer's posting.
What you'll do
- Work incoming requests through Slack, calls and email, aiming to close them within the agreed service windows
- Resolve Microsoft 365, account, email and access problems, and handle basic Windows Server upkeep
- Investigate network faults, keep client devices updated through RMM tools, and route complex cases onward
- Log work and outcomes in tickets, prepare new users' accounts and equipment, and explain security basics
What you bring
- At least two years supporting users in an MSP help desk, desktop support or a similar technical role
- Practical skill configuring and troubleshooting Windows 10/11, Microsoft 365 and common network connections
- Experience with RMM and ticketing or PSA software, plus clear customer communication and documentation skills
Who this fits
This mid-level role suits someone who can prioritize tickets independently and support non-technical users with patience. You’ll work with senior engineers on difficult cases and stay involved until they are resolved.
From the employer
We are an established Managed Service Provider (MSP) seeking a Service Desk & Support Specialist to deliver first- and second-level technical support to our clients across multiple industries. You will troubleshoot hardware, software, and network issues, manage tickets, and provide an excellent customer experience in a fast-paced, team-focused environment.
Key Responsibilities
- Respond to help desk tickets, via Slack, phone calls, and emails, ensuring issues are resolved within defined SLAs.
- Troubleshoot and resolve issues related to Microsoft 365, user accounts, email, and basic permissions.
- Assist with Windows Server user administration, basic server checks, and routine maintenance tasks.
- Diagnose and resolve basic network issues (DNS, DHCP, VPN, Wi‑Fi, printers, internet connectivity); escalate complex issues when needed.
- Monitor client systems using RMM tools, perform patching, updates, and proactive maintenance.
- Document all work performed in the ticketing system with clear notes and resolutions.
- Participate in onboarding of new users (accounts, hardware setup, permissions, applications).
- Collaborate with senior engineers on escalations and follow through to resolution.
- Educate end users on basic IT best practices and security awareness.
Required Qualifications
- Must have 2-3 years of experience in an MSP IT help desk, desktop support, or similar technical support role.
- Hands-on experience with:
- Windows 10/11 workstations (install, configure, troubleshoot).
- Microsoft 365 (Outlook, OneDrive, Teams, basic admin tasks).
- Basic networking: TCP/IP, DNS, DHCP, VPN, Wi‑Fi troubleshooting.
- Experience using RMM and ticketing/PSA tools (e.g., ConnectWise, Datto, Kaseya, NinjaOne, Autotask, HaloPSA).
- Strong customer service, communication, and documentation skills.
- Ability to multitask, prioritize tickets, and work independently in a fast-paced MSP environment.
Preferred Qualifications
- Previous experience working for a Managed Service Provider is a must
- Industry certifications such as CompTIA A+, Network+, Security+, Microsoft, or Cisco (e.g., CCNA).
- Basic PowerShell or scripting knowledge for automation and routine tasks.
- Experience with firewalls (e.g., SonicWall, Meraki) and VPN configuration.
- Familiarity with backup and disaster recovery solutions.
Soft Skills
- Strong problem-solving mindset and willingness to research and learn new technologies.
- Professional, patient, and empathetic approach when working with non-technical users.
- Reliable work ethic and consistent follow-through on assigned tickets and projects.
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