MSP Service Desk & Support Specialist (Remote)

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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, WiFi, 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, WiFi 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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Common Interview Questions And Answers

1. HOW DO YOU PLAN YOUR DAY?

This is what this question poses: When do you focus and start working seriously? What are the hours you work optimally? Are you a night owl? A morning bird? Remote teams can be made up of people working on different shifts and around the world, so you won't necessarily be stuck in the 9-5 schedule if it's not for you...

2. HOW DO YOU USE THE DIFFERENT COMMUNICATION TOOLS IN DIFFERENT SITUATIONS?

When you're working on a remote team, there's no way to chat in the hallway between meetings or catch up on the latest project during an office carpool. Therefore, virtual communication will be absolutely essential to get your work done...

3. WHAT IS "WORKING REMOTE" REALLY FOR YOU?

Many people want to work remotely because of the flexibility it allows. You can work anywhere and at any time of the day...

4. WHAT DO YOU NEED IN YOUR PHYSICAL WORKSPACE TO SUCCEED IN YOUR WORK?

With this question, companies are looking to see what equipment they may need to provide you with and to verify how aware you are of what remote working could mean for you physically and logistically...

5. HOW DO YOU PROCESS INFORMATION?

Several years ago, I was working in a team to plan a big event. My supervisor made us all work as a team before the big day. One of our activities has been to find out how each of us processes information...

6. HOW DO YOU MANAGE THE CALENDAR AND THE PROGRAM? WHICH APPLICATIONS / SYSTEM DO YOU USE?

Or you may receive even more specific questions, such as: What's on your calendar? Do you plan blocks of time to do certain types of work? Do you have an open calendar that everyone can see?...

7. HOW DO YOU ORGANIZE FILES, LINKS, AND TABS ON YOUR COMPUTER?

Just like your schedule, how you track files and other information is very important. After all, everything is digital!...

8. HOW TO PRIORITIZE WORK?

The day I watched Marie Forleo's film separating the important from the urgent, my life changed. Not all remote jobs start fast, but most of them are...

9. HOW DO YOU PREPARE FOR A MEETING AND PREPARE A MEETING? WHAT DO YOU SEE HAPPENING DURING THE MEETING?

Just as communication is essential when working remotely, so is organization. Because you won't have those opportunities in the elevator or a casual conversation in the lunchroom, you should take advantage of the little time you have in a video or phone conference...

10. HOW DO YOU USE TECHNOLOGY ON A DAILY BASIS, IN YOUR WORK AND FOR YOUR PLEASURE?

This is a great question because it shows your comfort level with technology, which is very important for a remote worker because you will be working with technology over time...

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