Level 2 IT Technician

Solving IT Challenges in Non Profit Sectors and How

The 2nd level technician is responsible for maintaining the design and integrity of the internal systems, including customer-facing hosted and cloud environments, as well as providing technical assistance to team members with escalation requests. Our 2nd level technicians also work on projects with our professional services team; including network and system upgrade projects.


Basic Responsibilities:

  • Support services for Microsoft related technologies: Windows server and workstation OS
  • Support services for VMware virtualization, especially vSphere (ESXi) and vCenter.
  • Technical services and support at the network level: WAN and LAN connectivity, routers, firewalls, and security.
  • Support backup and disaster recovery using Veeam and StorageCraft Shadow Protect.
  • Monitor the ConnectWise Automate alerts and respond accordingly through service tickets.
  • Administer ConnectWise Automate system: update agent scripts, respond to alerts, monitor dashboard, and periodic system review with senior system engineer.
  • Document maintenance for all computer systems and network infrastructure in IT Glue and ConnectWise Manage.
  • Communication with clients as required: keeping them informed of incident progress, notifying them of impending changes, or agreed outages.

Additional Duties and Responsibilities:

  • Ability to work in a team and communicate effectively.
  • Escalate service or project issues that cannot be completed to senior system engineer.
  • Business awareness: willingness to attain knowledge of clients and how IT relates to their business strategy and goals.
  • Document internal processes and procedures related to duties and responsibilities.
  • Responsible for entering time in ticketing system as they occur.
  • Work through project tickets and phases in ConnectWise as assigned by project manager.
  • Review IT publications and online materials to remain up-to-date with current and future technologies emerging in the industry.


Required experience and abilities:

  • 3 years’ experience with VMware ESXi or similar hypervisor
  • 3 years’ experience with Office365
  • Strong knowledge of Windows ecosystem (Vista/7/8/10/ and Server 2008R2/2012/2012R2/2016)
  • 3 years’ experience with Active Directory, including Group Policy, DFS, DHCP, DNS and other common services.
  • Setup and troubleshooting of networks including DHCP, DNS, IP/subnets, VLAN and routing
  • Strong interpersonal skills
  • Strong ability to troubleshoot complex technical issues and investigate independently.
  • Ability to multi-task and adapt to changes quickly.
  • Service awareness of all organization’s key IT services for which support is being provided.
  • Understanding of support tools, techniques, and how technology is used to provide IT services.
  • Self-motivated with the ability to work in a fast-moving environment.
  • Honest and trustworthy; no drama, gossip or negativity.

Ideal Candidate Experience and Abilities:

  • Certifications such as: Microsoft MCP, MCSA, or MCSE, Fortinet NSE, ConnectWise CCPA, LabTech LTCP, Cisco CCNA, or VMware VCP
  • Experience with Microsoft Azure
  • Experience with Amazon Web Services
  • Experience with ConnectWise Manage PSA
  • Experience with ConnectWise Automate RMM
  • Experience with Linux/Unix based environments
  • Experience with macOS

Educational/Vocational/Previous Experience Recommendations:

  • Minimum 3 years of experience in network and system administration
  • BA/BS in IT related field preferred but not required.
  • Certifications preferred but not required.

Email us your resume, LinkedIn profile and cover letter with “Sysadmin” in the subject line.



  • Health Insurance
  • Paid Vacation and Sick Days
  • Compensation commensurate with skill level and experience.

Email us at hr1601@simplicit365.com with your resume and cover letter.