IT Trainee

Charles IT•Middletown, CT

10h•Onsite

About The Position

We are excited to welcome a new group of trainees to our exceptional team in July 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.

Requirements

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.

Nice To Haves

Associate, Bachelor’s, or Graduate degree in Information Technology, or equivalent hands-on experience, is a plus
Technical certifications such as CompTIA Server+, Security+, Network+, or Microsoft certifications (MS-900, SC-900, AZ-900) is a plus
Prior experience in a help desk or related IT environment is a plus

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
Availability to work full-time (40 hours per week) for the full 12-week program

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
medical
dental
vision
life and disability insurance
paid holidays
PTO
401(k)
performance-based bonuses
ongoing training
professional development
quarterly team-building events