Proactive Administrator

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

Due to growth, we are currently seeking to add a Proactive Administrator to our exceptional team. You will be responsible for the upkeep of patching for Charles IT and our clients, liaising with the vendor.

• Execute scheduled overnight maintenance, including ESXi upgrades, firmware updates, and other planned downtime work
• Manage and complete NOC tickets as assigned
• Oversee system patching across client environments and troubleshoot any patching issues
• Ensure all failed or missing patches are properly documented and assigned tickets
• Maintain patch compliance by ensuring all patches are applied within 21 days of release
• Collaborate with internal teams to ensure proactive system health and stability
• Assist with additional proactive maintenance tasks and initiatives as needed

• 3+ years of hands‑on experience in IT systems administration or a similar role (preferred)
• Experience working with tools and platforms such as Connect Wise, Cisco, Meraki, Datto, VMware, and Microsoft Office 365 is a plus
• Certifications such as MCSA, VCP, CCNA, or similar
• Strong troubleshooting skills, particularly around patching and system updates
• Excellent organizational skills with strong attention to detail
• Ability to manage multiple priorities in a fast‑paced, client‑focused environment
• Strong communication and collaboration skills
• Self‑motivated and able to work independently with minimal supervision
• Enthusiasm for learning and growing within a rapidly expanding company

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!

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.