Systems Administrator

Charles IT; Stamford (CT); On-site; USD 90,000 - 120,000; Full time

Benefits offered by this job

Medical

Dental

Vision

Life Insurance

Disability Insurance

Paid Holidays

PTO

401K

Bonuses

Dry cleaning

Fully stocked break room

Team lunches Fridays

Paid training

Team-building outings

Job summary

Charles IT is seeking a Systems Administrator in Stamford, CT to provide crucial client support and escalation handling. You will manage Windows Server and 365 environments, VMware, and network devices while documenting work in ConnectWise and maintaining strong customer communication.

The role requires 5+ years of experience, familiarity with Cisco Meraki and related technologies, and a proactive, detail‑oriented mindset in a fast-paced team. On-site position with comprehensive benefits.

Qualifications

• 5+ years of experience in a systems/admin role.
• Certifications such as MCSA, VCP, CCNA are a plus.
• Experience with ConnectWise, Cisco, Meraki, Datto, VMware, and Office 365 is a bonus.
• Strong communication skills are essential for success in this role.
• Ability to manage multiple tasks and collaborate effectively in a fast-paced client-focused team.
• Self-driven and able to work independently with minimal supervision.
• Excellent organizational skills and attention to detail.

Responsibilities

• 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 network devices and services, including WAN/LAN, routers, firewalls, and security.
• Communicate ticket progress and outages to customers clearly.

Skills

Communication

Multitasking

Self-motivated

Detail-oriented

Tools

ConnectWise

Cisco

Meraki

Datto

VMware

Office 365

Job description

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 Systems Administrator to our team! In this role, you will provide crucial support to our clients, serving as both field and escalation support, while performing the following responsibilities:

Responsibilities

• 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
• Effectively communicate with customers on ticket progress, impending changes, or agreed outages, etc.
• Document internal processes and procedures related to duties and responsibilities
• Maintain daily documentation by entering time, expenses, and all work as service tickets in ConnectWise
• Other duties as assigned

Requirements

• 5 or more years of experience (preferred)
• Certifications such as MCSA, VCP, CCNA are a plus
• Experience with platforms like ConnectWise, Cisco, Meraki, Datto, VMware, and Office 365 is a bonus
• Strong communication skills are essential for success in this role
• Ability to manage multiple tasks and collaborate effectively within a fast-paced, client-focused team
• Enthusiastic about taking on challenges in a growing company with a diverse client base
• Self-driven and capable of working independently with minimal supervision
• Excellent organizational skills and strong attention to detail

Benefits

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.