401(k)
Plan for your future with a 401(k) benefit designed to help you build long-term savings.
Careers at Charles IT
Challenging. Stimulating. Rewarding. That’s life at Charles IT
Current Openings
Chesapeake
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IT Projects Engineer
- Department: Service Technical
- Creation date: 2026-08-07
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Junior Systems Administrator
- Department: Service Technical
- Creation date: 2026-10-05
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Systems Administrator
- Department: Service Technical
- Creation date: 2026-10-05
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Technical Account Manager
- Department: Account Management
- Creation date: 2026-10-05
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Technical Client Advisor
- Department: Account Management
- Creation date: 2026-10-16
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Virtual Client Information Officer (vCIO)
- Department: Account Management
- Creation date: 2026-10-05
Stamford
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Junior Systems Administrator
- Department: Service Technical
- Creation date: 2026-10-05
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Systems Administrator
- Department: Service Technical
- Creation date: 2026-10-05
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Technical Client Advisor
- Department: Account Management
- Creation date: 2026-10-16
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Virtual Client Information Officer (vCIO)
- Department: Account Management
- Creation date: 2026-10-05
Middletown
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Junior Systems Administrator
- Department: Service Technical
- Creation date: 2026-10-05
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Office Intern
- Department: Admin
- Creation date: 2026-10-16
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Senior Accountant
- Department: Finance
- Creation date: 2026-10-13
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Technical Client Advisor
- Department: Account Management
- Creation date: 2026-10-16
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Virtual Client Information Officer (vCIO)
- Department: Account Management
- Creation date: 2026-10-05
Providence
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Technical Client Advisor
- Department: Account Management
- Creation date: 2026-10-16
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Virtual Client Information Officer (vCIO)
- Department: Account Management
- Creation date: 2026-10-05
Benefits and Perks
If you thought simply being part of the team was good, wait until you check this out.
Comprehensive Benefits
Comprehensive medical, dental, vision, FSA, life, short-term disability, and long-term disability benefits help you protect what matters most, both at work and at home.
Paid Time Off
Take time to recharge with paid time off for vacations, personal days, and everything in between.
Quarterly Performance Incentive
Your hard work deserves recognition. Eligible team members have the opportunity to earn quarterly incentives.
Paid Parental Leave
Having a baby? We’re happy to offer you bonding time for you and your new addition!
Personal & Professional Development
We reward personal & professional development. Any approved certification you pass comes with raises and/or title changes!
Dry Cleaning
Professional appearance, professional support. Take advantage of complimentary weekly dry cleaning for work clothing.
Fitness Reimbursement
Hit the gym, the studio, or the trail. Whatever healthy habit you choose, we’ll help offset the cost with our fitness reimbursement program.
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!
Dogs In Office
We’re proud to be dog-friendly, because a few extra tail wags can make any workday better.
Work From Home
Enjoy flexibility with work-from-home opportunities based on your role and schedule.
Friday Lunch
Every Friday, we bring the team together with a company-provided lunch in each office.
IT Trainee Program
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.
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
How do I apply for a job at Charles IT?
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.
What is the company culture like at Charles IT?
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.
Does Charles IT offer training or professional development for team members?
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.
What benefits does Charles IT offer to its team members?
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.