Systems Administrator

Charles IT•Chesapeake, VA

About The Position

Charles IT is seeking a Systems Administrator to support its clients as both field support and escalation support. The role focuses on resolving end-user technical issues and supporting Microsoft technologies, virtualization platforms, backup and disaster recovery solutions, and network devices and services. The Systems Administrator communicates with customers about ticket progress, changes, and outages, documents internal procedures, and records time, expenses, and work in ConnectWise. The position also includes other duties as assigned. The company describes its culture as guided by exceptional service, continuous improvement, passionate people, and honest and forthright conduct. Charles IT emphasizes growth, balance, belonging, and an inclusive, respectful workplace.

Requirements

  • Strong communication skills.
  • Ability to manage multiple tasks and collaborate effectively within a fast-paced, client-focused team.
  • Ability to work independently with minimal supervision.
  • Excellent organizational skills and strong attention to detail.
  • Experience of five or more years is preferred.

Nice To Haves

  • Certifications such as MCSA, VCP, or CCNA.
  • Experience with ConnectWise, Cisco, Meraki, Datto, VMware, and Office 365.
  • Enthusiasm for taking on challenges in a growing company with a diverse client base.

Responsibilities

  • Provide support and troubleshooting to resolve technical issues for end users.
  • Support Microsoft-related technologies, including Windows Server, Office 365/Exchange, SQL, and SharePoint.
  • Support virtual environments, including VMware and Hyper-V.
  • Support backup and disaster recovery solutions.
  • Configure, install, and support network devices and services, including WAN and LAN connectivity, routers, firewalls, and security.
  • Communicate with customers about ticket progress, impending changes, and agreed outages.
  • Document internal processes and procedures related to duties and responsibilities.
  • Enter time, expenses, and work as service tickets in ConnectWise as part of daily documentation.
  • Perform other duties as assigned.

Benefits

  • 401(k) plan with employer contributions.
  • Performance-based incentive opportunities.
  • Employee discount and savings offerings.
  • Paid time off (PTO).
  • Paid holidays.
  • Paid parental leave.
  • Work-from-home (WFH) bank.
  • Medical coverage.
  • Dental coverage.
  • Vision coverage.
  • Employer-paid life insurance.
  • Short- and long-term disability insurance.
  • Flexible Spending Accounts (FSA).
  • Well-being resources and support programs.
  • Employer-paid dry-cleaning services.
  • Friday team lunches.
  • Corporate concierge services.
  • Dog-friendly office.
  • Team-building events and company-sponsored activities.
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