System Administrator (MSP/ConnectWise) Overview:

We are an Managed and Cloud Services Provider based in Chicago that has been providing been providing comprehensive cloud and IT services to small and medium-sized businesses for over two decades. Over the years, we have expanded their business, developed new service offerings, and created a work environment that fosters professional growth for our team.

Our current need is for a System Administrator (MSP/ConnectWise) to join our team who has previous experience working for a MSP. The ideal System Administrator (MSP/ConnectWise) candidate will have practical, in-depth experience and knowledge working with Microsoft 365 Administration, Windows Servers, Azure, RDS/WVD, LAN/WAN, Firewalls, Virtualization, VoIP, RMM tools and remote management.

System Administrator (MSP/ConnectWise) Day to Day Responsibilities:

  • Providing desktop support and server maintenance
  • Administration and migrations of Microsoft 365
  • Monitoring and resolving system alerts
  • Setting up networking equipment from providers like Meraki, SonicWALL, and Cisco
  • Working on various IT projects
  • Responsibility for allocated escalated tickets, which involves prioritization, communication, and adherence to SLAs

System Administrator (MSP/ConnectWise) Technical Skills:

  • Windows Server 2008/2012/2016/2019/2022, Windows 10/11
  • Networking equipment from providers such as HP, SonicWall, Cisco, Meraki
  • Solid networking skills including routers, firewalls, VPN, switches, wireless, VLAN, and QoS
  • Virtualization (VMWare ESXi/Hyper-V)
  • Cloud (Azure)
  • Backup & Recovery tools such as VEEAM, Synology
  • Active Directory, DNS and Group Policies, VPN, Terminal Services, Print Management
  • Business Application Support (Microsoft 365, G Suite, SaaS, Sage, QuickBooks)
  • Email Migration/Implementation/Security (Hosted Exchange/Microsoft 365, G Suite)
  • Synology (NAS), CLI (PowerShell, SSH, TelNet)
  • Hardware and Software: PC/Mac, MS Office, QuickBooks, Dell Servers and Workstations (Dell/Lenovo/HP)
  • Hosted VoIP phones, Windows and macOS Operating Systems
  • Basic understanding of Linux and storage technologies like NAS/SAN

System Administrator (MSP/ConnectWise) Benefits:

  • Health, Dental, Vision, and Life Insurance
  • 401(k) with 4% match
  • Certification Reimbursement
  • PTO + Paid Holidays