2026 BEST PLACES TO WORK: 16. HAI Group

HAI Group

Headquarters: Cheshire

Industry: Insurance

Website: www.haigroup.com

Top Executive: Ed Malaspina, President & CEO

Check out the other 2026 Best Places to Work

Founded in 1987, HAI Group provides insurance, training and risk-management services to the affordable housing industry nationwide. Its nonprofit division serves as an industry resource, offering housing data and research.

Employee Benefits: HAI Group offers a 6% dollar-for-dollar 401(k) match, plus an additional 7% nonelective contribution. The company pays 80% of medical costs and 62% of dental costs for employees and dependents.

Giving Back: The company has awarded more than $1.8 million in affordable housing scholarships to resident students nationwide pursuing higher education. Employees receive up to three paid volunteer days each year. HAI Group also hosts a family through Make-A-Wish. In December, it holds a holiday raffle — with prizes such as TVs, grills and gift cards — with proceeds used to buy gifts for public housing residents.

Good Times: HAI Group pays for meals during Food Truck Fridays, held every other week during the summer.