2026 BEST PLACES TO WORK: 09. Cooperative Systems

Cooperative Systems

Headquarters: Windsor

Industry: Technology

Website: www.coopsys.com

Top Executive: Scott Spatz, President

Check out the other 2026 Best Places to Work

Founded in 1993, Cooperative Systems provides managed IT services — including compliance, cybersecurity, and backup and recovery — to small and midsize businesses.

Employee Benefits: Cooperative Systems pays 100% of medical insurance costs for employees and 50% for dependents. Employees have flexible work-from-home schedules and can access mental health and other support services — including financial, legal and work-life resources — through an employee assistance program.

Staying Connected: The company’s remote workforce uses multiple communication platforms for daily collaboration and support.

Good Health: Wellness offerings include healthy snacks, monthly massages and gym memberships.

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Welcome Signs: On their first day, employees receive a welcome kit with branded items, and their manager takes them to an off-site lunch.

Retain & Recruit: In partnership with ReadyCT, Cooperative Systems offers hands-on training through an internship-to-employment pathway program. The company also supports employee development through mentoring and learning opportunities, and it promotes from within.