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Open nowPosted 33 days ago

IT Trainee

Workable (global search)109,826 open roles

Where
Middletown, CT, United States
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Your applicationOpen nowIT TraineeWorkable (global search) · Middletown, CT, United States
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The clock on this job

Early applications get read.

7.9% of postings close within 7 days. Measured by our own scanner across the market. Workable (global search) postings stay open a median of 2 days.

Share of postings closed within
  1. 1.6%1 day
  2. 3.6%3 days
  3. 7.9%7 days
  4. 14.9%14 days
  5. 34.0%30 days
This job: posted 33 days ago

Workable (global search) median: 2 days open

The posting

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 class of trainees to our exceptional team in November 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
  • Other duties as assigned

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 12-week program
  • 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
  • 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.
  • Essential Functions include the ability to occasionally lift and carry items weighing up to 30 pounds, as well as perform tasks involving standing, walking, bending, reaching, pushing, pulling, and moving office equipment, boxes, supplies, and other materials. Some physical activity may be involved during office moves, deliveries, workspace setup, and other projects as needed.

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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