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 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
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.
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.
Skills Required
- 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
- 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
- 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.
Charles IT Compensation & Benefits Highlights
The following summarizes recurring compensation and benefits themes identified from responses generated by popular LLMs to common candidate questions about Charles IT and has not been reviewed or approved by Charles IT.
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Retirement Support — An automatic 3% 401(k) contribution is offered alongside standard retirement coverage. This consistent employer contribution stands out for a company of this size.
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Equity Value & Accessibility — An employee stock ownership plan is available to provide ownership opportunities. This adds long-term value potential alongside traditional benefits.
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Career-Linked Recognition & Rewards — Training and certification incentives are tied to raises, title changes, and bonuses. Dedicated paid training time and covered exam costs reinforce a clear link between skill growth and rewards.
Charles IT Insights
What We Do
Charles IT is the Connecticut Compliance Expert, your friendly IT team focused on helping companies in highly regulated industries make their high-stakes technology work for them. Here, IT is Personal: We know that disaster recovery, cloud services, and complex compliance from HIPAA to CMCC and DFARS are only half the work. The other half is about helping people – building real relationships that deliver real results and create raving fans. Call us day or night, snow storm or hurricane: a human will answer the phone (we promise), and we will show up, on point, with a smile and a solution.
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