IT Trainee

Charles IT; Middletown (CT); On-site; USD 40,000 - 50,000; Full time

Benefits offered by this job

Paid internship

Paid training and certifications

Weekly mentorship

Small class size (5-6)

Path to full-time role

Job summary

Charles IT invites motivated individuals to join a 12-week IT trainee program in Middletown, CT. You will gain hands-on experience in desktop support, Office 365 administration, Active Directory, and basic server maintenance while completing self-paced trainings and certifications.

The program is paid, full-time (40 hours/week) with weekly progress check-ins and mentorship, and offers a pathway to a full-time Desktop Support Specialist role upon successful completion.

Qualifications

• Associate, Bachelor’s, or Graduate degree in Information Technology, or equivalent hands-on experience, is a plus.

Responsibilities

• Support administrative and general office tasks.

Skills

Customer service

Organizational skills

Time management

Analytical thinking

Problem solving

Written and verbal communication

Microsoft Office

Desire to learn

Education

IT degree or hands-on IT experience

Tools

Ticketing system

Microsoft Office

CompTIA Server+

CompTIA Security+

MS-900

SC-900

AZ-900

Job description

Exceptional Service, Endless Improvement, PassionatePeople, andHonest 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 inNovember 2026! Participate in our12-week, in-houseIT TraineeProgram, 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

• Helpmaintainan 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 hoursper 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 environmentis a plus

• Strong motivation to learn and advance professionally

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

• Clear written and verbal communication abilities

• Proficiencyin 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.

• 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 protectedcharacteristic.