IT Trainee

Charles ITMiddletown, CT, US

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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.

We are excited to welcome a new group of trainees to our exceptional team for a 90-day program starting in January 2026 .

Participate in our 12 week, in-house IT Trainee Program, designed to provide hands-on experience in :

Our customer service approach
Active Directory user and group management
Printer and peripheral installations
New desktop setups
Office 365 administration
Basic server maintenance and administration
Customer network audits
First-level security incidents (phishing, SPAM, Dark Web alerts)
Responding to client tickets via phone and email

Responsibilities

Support administrative and general office tasks

Assist with IT services and projects, including on-site deliveries and equipment drop-offs

Help maintain an organized office environment and support team efficiency

Learn and navigate our ticketing system, a key part of our business operations

Complete self-paced technical training modules and certifications

Requirements

Availability to work full-time (40 hours per week) for the full 90-day program

Associate, Bachelor’s, or Graduate degree in Information Technology—or equivalent hands-on experience

Technical certifications such as CompTIA Server+, Security+, Network+, or Microsoft certifications (MS-900, SC-900, AZ-900)

Prior experience in a help desk or related IT environment (preferred)

Strong motivation to learn and advance professionally

Excellent organizational, time management, analytical, and problem-solving skills

Clear written and verbal communication abilities

Proficiency in Microsoft Office

Must be 18 years of age or older

Must have unrestricted authorization to work in the U.S.

Benefits

Paid internship

Paid training and certifications

Weekly check-ins to track progress and provide mentorship

Small class size (5–6 participants) for personalized support

Opportunity for a full-time role as a Desktop Support Specialist upon successful completion of the program

Charles IT offers a comprehensive benefits package, including medical, dental, vision, life and disability insurance, paid holidays, PTO, 401(k), and performance-based bonuses. Team members also enjoy ongoing training, professional development, quarterly team-building events, and a collaborative workplace culture.

Commitment to Inclusion :

Charles IT is an equal opportunity employer committed to fostering an inclusive and respectful work environment. We welcome diverse backgrounds and perspectives and do not discriminate based on any protected characteristic.

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Trainee • Middletown, CT, US