Demo

Senior Systems Administrator

Charles IT
Chesapeake, VA Full Time
POSTED ON 9/2/2026
AVAILABLE BEFORE 11/2/2026

Exceptional Service, Endless Improvement, Passionate People, and Honest and Forthright. Guided by our values, we foster a culture of growth, balance, and belonging where every team member can thrive. 

Due to continued growth, we are currently seeking to add a Sr. Systems Administrator. In this role, you will provide expert-level support, lead complex technical projects, and be responsible for: 

Responsibilities 

  •  Design, implement, and support cloud infrastructure 
  •  Provide support and troubleshooting to resolve technical issues for end users 
  •  Support of Microsoft-related technologies: Windows Server, Office 365/Exchange, SQL, SharePoint, etc. 
  • Support of virtual environments, including VMware and Hyper-V 
  • Support backup and disaster recovery solutions 
  • Configure, install, and support various network devices and services, including WAN and LAN connectivity, routers, firewalls, & security 
  • Liaise with third-party vendors and other IT personnel for problem-resolution 
  • Effectively communicate with customers on ticket progress, impending changes, or agreed-upon outages, etc.  
  • Maintain strong client system documentation, including system reviews and recommendations 
  • Maintain daily documentation by entering time, expenses, and all work as service tickets in ConnectWise 
  •  Other duties as assigned 
  • Bachelor’s degree or equivalent in the IT field 
  •  MCSE 2012/2016 or VCP 6/6.5 certification (preferred). 
  • 7 years of experience in IT (preferred). 
  • Experience with Cisco, Meraki, Datto, VMware, Office 365, and Mac OS (a plus). 
  • AWS or Azure experience (a plus). 
  • Strong communication skills with the ability to collaborate in a team environment. 
  • High attention to detail and organization, with the ability to manage multiple tasks efficiently. 
  • Enthusiasm for contributing to the success of a growing company and client base. 

Charles IT offers a competitive benefits program including Medical, Dental, Vision, Life, Disability, Paid Holidays, PTO, 401K, and bonuses. In addition, we offer free dry cleaning, a fully stocked break room, Friday team lunches, paid training, team-building outings every quarter, professional development and so much more! 

Our Commitment to Inclusion: 

Charles IT is committed to creating an inclusive environment for all employees. We do not discriminate based on race, color, religion, sex, age, national origin, marital status, disability, veteran status, genetic information, sexual orientation, gender identity, or any other protected category. We welcome and encourage diverse perspectives. 

The information contained in this job description is for compliance with the American with Disabilities Act (A.D.A.) and is not an exhaustive list of the duties performed for this position. Additional duties may be required. 

Salary.com Estimation for Senior Systems Administrator in Chesapeake, VA
$93,019 to $115,762
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