• Sr. Systems Administrator

    Charles IT (Middletown, CT)


    Exceptional Service. Endless Improvement. Passionate People. Honest and Forthright. These values guide everything we do, and we achieve them thanks to the diverse and collaborative efforts of our team. We are dedicated to creating a supportive environment where every team member can thrive. This includes fostering learning, professional growth, and valuing each team member’s input, all within a culture that promotes work-life balance and a strong sense of belonging.

     

    Due to continued growth, we’re looking to add a Sr. Systems Administrator to our Projects Team. In this role, you'll play a key part in delivering successful client outcomes by leading technical project work and serving as both a hands-on engineer and escalation point. You'll collaborate closely with clients, vendors, and internal teams to implement solutions that align with project goals and business needs.

    Responsibilities:

    + Lead project kickoffs, driving discussions on scope, expectations, and risks.

    + Execute complex technical tasks in client Statements of Work (SOWs), ensuring timely delivery.

    + Provide post-go-live support, optimizing client environments and ensuring smooth project cutovers.

    + Track issues, driving improvements and capturing lessons learned in post-project debriefs.

    + Lead escalations, providing advanced troubleshooting and mentoring to team members.

    + Implement process improvements and update documentation to increase team efficiency.

    + Collaborate with third-party vendors and co-managed environments to meet project goals.

    + Maintain detailed, accurate documentation of processes, tools, and environments.

    + Communicate proactively with clients and internal teams about project impacts and changes.

    + Log time, expenses, and work activities daily in ConnectWise.

    + Send client-facing project status updates and prepare for check-ins.

    + Participate in project kickoffs and post-project debriefs as needed.

    + Support other tasks as assigned to ensure project success.

    Advanced Experience with project initiatives such as the following:

    + Workstation Lifecycle Replacement Initiatives

    + New Office Space Build-outs and moves

    + Application Deployments (e.g. MDR, SIEM)

    + Hypervisor Replacements and Migrations

    + New Office Space Build-Outs

    + Email Migrations (Various Platforms to M365)

    + Server Builds and Migrations (File Server, Domain Controller, Application Servers)

    + Network Upgrades and Cross-Platform Migrations

    Requirements

    + 6-8 years of experience (preferred)

    + Degrees in fields like Information Technology (IT), Computer Science, or Management Information Systems (MIS) are highly valued.

    + Certifications such as MCSA, VCP, CCNA are a plus.

    + Experience with platforms like ConnectWise, Cisco, Meraki, Datto, VMware, and Office 365 is preferred

    + Highly motivated and committed to tackling the challenges of a growing company with a diverse client base

    + Proactive and able to work independently with minimal supervision

    + Exceptional organizational skills with a keen attention to detail

    + Strong verbal and written communication abilities

    + Proven track record of managing multiple client needs while thriving in a fast-paced, team-oriented environment

    + Demonstrated experience in engaging and presenting to key stakeholders, including executives and C-level leadership

     

    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.

     

    If you’re excited about contributing your expertise to a fast-growing company that values innovation and teamwork, we’d love to hear from you!