Careers at Charles IT

Challenging. Stimulating. Rewarding. That’s life at Charles IT

Charles IT employee working in the Middletown, Connecticut headquarters

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    Charles IT employee smiling while working in the office
    Charles IT team members having a conversation in the office
    IT services for wealth management firms
    Orthopedic care team consulting on secure technology usage and support for a medical practice
    IT and cybersecurity services for shipbuilding companies
    Charles IT IT cybersecurity and compliance webinars
    Dog relaxing beside a Charles IT employee in the Middletown office
    Charles IT Virginia team members gathered outdoors during the company's Beach Day event, standing together on a deck overlooking the water.
    Charles IT 2026 Beach Day in CT

    Current Openings

    Benefits and Perks

    If you thought simply being part of the team was good, wait until you check this out.

    Dogs spending time with employees in the Charles IT office

    Dogs In Office

    Bring your furry friend to work. Just make sure he wears his CIT office bandana!

    Dry cleaning service available to employees at the Charles IT office

    Dry Cleaning

    Being and looking smart go hand in hand. Any clothing you use for work is paid for once a week!

    Stocked kitchen with snacks and refreshments for Charles IT employees

    Fully Stocked Kitchen

    Including your favorite snack or caffeinated beverage

    Charles IT employees enjoying a company-provided Friday lunch

    Friday Lunch

    Lunch is on us in the office every Friday!

    Beer tap available to employees at the Charles IT office

    Beet on Tap

    Nothing says ‘It’s 5 o’clock somewhere’ like beer on tap!

    Nitro cold brew coffee tap available in the Charles IT office

    Nitro Cold Brew Coffee on Tap

    Because every now and then you need that mid morning pick me up!

    Fitness reimbursement benefit for Charles IT employees

    Fitness Reimbursement

    You don’t always go to the gym, but when you do, you get reimbursed for it.

    Corporate concierge benefit available to Charles IT employees

    Corporate Concierge

    We have an amazing office intern who will take your car for an oil change, take your dog for a pedicure or pick up that anniversary gift you forgot to get…

    Profit sharing benefit offered to Charles IT employees

    Profit Sharing

    When the company does well, we want you to do well too! Quarterly profit sharing is distributed to the team!

    Paid parental leave benefit for Charles IT employees growing their families

    Parental Leave

    Having a baby? We’re happy to offer you bonding time for you and your new addition!

    Charles IT employees participating in a quarterly team outing

    Quarterly Team Outings

    From annual Epic outings where we travel across the country, to quarterly team events closer to home, we prioritize spending time with our team!

    Charles IT employee participating in professional development and certification training

    Certifications & Professional Development

    We reward personal & professional development. Any approved certification you pass comes with raises and/or title changes!

    Charles IT employee working in the company’s Middletown office

    We Want You

    Charles IT is always seeking enterprising IT professionals with the heart to help others.

    If you identify with our core values, believe in exceptional service, find satisfaction in developing creative solutions, and bring solid technical experience, then please contact us.

    We welcome the opportunity to talk to you. It could be the start of a wonderful career and lasting new friendships.

    Learn More About Our IT Trainee Program

    Ready to Learn More?

    Schedule a consultation today to see how we can help.

    Contact Us

    Frequently Asked 
Questions

    If you’ve got questions, we can help.

    Call in and talk to a US-based, real person on our customer service team.

     

    1 (860) 344-9628 Middletown, CT

    1 (203) 363-0011 Stamford, CT

    1 (757) 420-5150 Chesapeake, VA

    1 (401) 272-9262 Providence, RI

     

    Contact Us Start a Support Session
    What career opportunities are available at Charles IT?

    Charles IT regularly offers career opportunities in IT support, cybersecurity, project management, and administrative roles. Check our current job listings to explore positions in our Connecticut offices.

    To apply for a job at Charles IT, visit our careers page, find an open position that matches your skills, and submit your resume and cover letter through our online application portal. We review all applications and will contact qualified candidates.

    Charles IT fosters a collaborative and supportive work environment. We value teamwork, innovation, and continuous learning. Our Connecticut-based team enjoys a fun and inclusive culture with events like team-building activities, office challenges, and professional development opportunities.

    Yes, Charles IT provides ongoing training and professional development for all employees. We invest in certifications, workshops, and mentorship programs to ensure our team members continue to grow and stay at the forefront of the IT industry.

    Charles IT offers a competitive benefits package, including health insurance, 401(k) matching, paid time off, and flexible work arrangements. We also promote a healthy work-life balance, offering wellness programs and a dog-friendly office environment.