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


WE WANT YOU!
NO, SERIOUSLY.
Charles IT is always seeking enterprising IT professionals with the heart to help others.
Current Openings
What is it like working at Charles IT?

20 Nov 2020

20 Nov 2020

20 Nov 2020
-
No bribery required here… except for coffee.
Lots of coffee!
Benefits and Perks

Dogs In Office
Dogs In Office

Dry Cleaning
Dry Cleaning

Fully-Stocked Kitchen
Fully-Stocked Kitchen

Friday Lunch
Friday Lunch
Beer On Tap
Beer On Tap
Nitro Brew Coffee On Tap
Nitro Brew Coffee On Tap

Fitness Reimbursement
Fitness Reimbursement

Corporate Concierge
Corporate Concierge
Profit Sharing
Profit Sharing
Paid Parental Leave
Paid Parental Leave

Quarterly Team Outings
Quarterly Team Outings

Certification Incentive
Certification Incentive
Career Progression Plan
Career Progression Plan
Paid Time Off
Paid Time Off

Birthday Off
Birthday Off

Professional Development
Professional Development
Mug Club
Mug Club
Dev Nights
Dev Nights
Home Lab Hardware/Licensing
Home Lab Licensing
Kombucha On Tap
Kombucha On Tap

ESOP
Employee Stock Ownership Plan (ESOP)

401K
401K

Dental
Dental

Medical
Medical

Life Insurance
Life Insurance

PTO Banking
PTO Banking

Vision
Vision

Long Term Disability
Long Term Disability

Short Term Disability
Short Term Disability
Family Password Management
Password Management - For Your Whole Family!

Fitness Discount
Discounted CrossFit Membership

Client Discounts
Client Discounts
Top 10 Reasons to Join Our Team

You’ll take pride in being a part of a “small business”
At Charles IT you’re not just stuck in a cubicle. We need you to collaborate and communicate with all coworkers and clients. You’ll enjoy meeting new people and taking part in the business.
AWESOME benefits
At Charles IT, the traditional benefits of Medical, Dental, Life, Long Term Disability, Profit Sharing and 401k are offered — along with some not so traditional benefits such as free dry cleaning, fun company-provided Friday lunches, an automatic 3% contribution from the company to your 401k, and bonuses determined by your quarterly performance reviews. Even more exciting, enjoy a fully stocked kitchen on hand for when hunger strikes as well as exciting quarterly team-building outings.
Experience a positive and fun corporate culture
Everyone at Charles IT is passionate about their work. We take pride in our services and enjoy technology because it ignites a fire inside of us. So when seeking new members we want the best of the best — people who share in our passion.
Enjoy stability, consistency, and integrity in leadership
Foster Charles founded the company when he was 17 years old and displays unwavering commitment to the company and its employees. Decisions are always made based on what is best for everyone and the company’s future. Foster has eliminated the hierarchical structure of business and works on the front lines with all other employees. He is always present and willing to help employees in or out of the office.
The company prides itself on maintaining stability with a minimum of a 6 month cushion of operating income, leaving the remainder of profit to be allocated for bonuses, charitable donations, an office wish-list of new technology, and other expenses.


Excitement in working for a company that’s growing
Charles IT consistently refuses more business than it accepts. The company is strategic in its vision for growth and is continuously expanding by selecting the right clients and the right vendors, at the right times.
Recognition for being a special part of the team
Every three months, progress is tracked and recognition is provided in ways beyond monetary compensation. Charles IT recognizes everyone’s individual care and commitment to making the company successful.
Cutting edge equipment
Here at Charles IT we like our toys. Often the office buys equipment and receives demos far in advance before they are even released to the general public. If you enjoy getting your hands on the latest technology this is the place to be.
Opportunities for professional development and individual growth
Every Friday after lunch, the team participates in one hour of training to benefit the entire team as well as our clients. Also, employees may enjoy continued learning — all training materials and your first shot at a test or certification is paid for by the company.
Flexibility and breaking "corporate mentality"
There is no rigid corporate structure or protocol. Charles IT is a homegrown business with corporate sensibility. We offer compressed work weeks, commissions on new business brought in by employees, and flexible hours.
Team-building
Frequent team-building meetings and outings take place. Enjoy going to dinner with colleagues or various other events such as zip lining, concerts and performances, ice skating in New York City and more. Feel good about working hard and playing hard with like-minded co-workers and clients.

Frequently Asked Questions
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.