Level II Systems Engineer (MSP)

This is a remote position.

Our client, Databit, is seeking a Level II Systems Engineer to provide technical support across a diverse client base in an MSP environment. This role is hands-on and requires strong troubleshooting ability across Microsoft environments, endpoint security, and remote monitoring tools.

This is a fully remote position supporting U.S.-based clients.

Key Responsibilities

• Provide Level II support across tickets, escalations, and client environments
  
• Manage and resolve tickets using ConnectWise PSA
  
• Monitor and troubleshoot systems using ConnectWise RMM
  
• Administer and support Microsoft 365 environments (users, permissions, troubleshooting)
  
• Perform desktop support (Windows + Mac) including hardware/software issues
  
• Troubleshoot and support Azure environments and Azure Virtual Desktop (AVD)
  
• Maintain and troubleshoot firewall and network security configurations
  
• Support endpoint and email security tools (SentinelOne, Avanan)
  
• Document all work, resolutions, and updates within ConnectWise
  
• Communicate clearly with clients and provide guidance on technical issues
  

Must-Have Requirements

• 3+ years experience in Level II support (preferably in an MSP environment)
  
• Strong experience with:
  • ConnectWise PSA
    
  • ConnectWise RMM
    
  • Microsoft 365 administration
    
• Experience supporting Windows and Mac environments
  
• Hands-on experience with Azure (including AVD)
  
• Experience with endpoint security tools (SentinelOne or similar)
  
• Strong troubleshooting and problem-solving ability
  
• Clear English communication (client-facing role)
  

Nice-to-Have

• Experience with Avanan (email security)
  
• Firewall configuration and management experience
  
• Relevant certifications (Microsoft, Azure, Security)
  

Work Schedule

• Monday–Friday, 8:30 AM – 5:30 PM (U.S. hours)
  
• Must be open to occasional after-hours / weekend support rotation
  

Ideal Candidate Profile

• MSP background (this is big—non-MSP candidates will struggle)
  
• Comfortable managing multiple clients/environments
  
• Strong documentation habits
  
• Able to work independently without constant oversight
  
• Customer-service oriented, not just technical