An environment where talented individuals thrive

Making a difference to our customers everyday. 

Our Values

This is the best place to work if you're looking for an opportunity to grow professionally, in a fun, and fast-paced environment. As a fast growing company, we're always looking for dynamic individuals, self-starters and team players to join our organization.


Strive to be industry thought leaders through innovation and experience. Be a continuous leader.

Commitment to Excellence

Take ownership for commitments made and deliver beyond expectations. 


Be empowered, take the initiative.


Do the right thing by making the right decisions for the client and the company.


Life at Sentinel Benefits

The best companies hire the best talent. As one of the largest and fastest growing employee benefits firms in Massachusetts, Sentinel Benefits is always looking for dynamic individuals to join our organization. We employ over 200 benefit professionals who serve more than 2,700 clients through the U.S. From our conveniently located offices in Massachusetts and New York, we design and manage employee benefits and provide financial and regulatory advice to businesses, individuals, and their families.

Since 1987, we've been dedicated to offering comprehensive, professional and innovative financial services. From insurance brokerage and employer benefit administration to retirement plan and investment advisory services—our clients depend on us as a trusted provider catering to their every need.

We support work/life balance.

We work hard, but we also recognize the value of balancing business with personal life. That’s why Sentinel Benefits offers a flexible work environment for our employees. Arrangements include teleworking and flexible schedules and are made on an individual basis through managers according to job responsibilities.

Culture is infectious.

We believe that corporate culture can help maximize productivity—our employees are part of a unified team who enjoy working together to reach the common company goals. We encourage growing interdepartmental relationships by connecting outside of the office at company-sponsored events (departmental kickoffs, quarterly off-sites, employee-appreciation and charitable outings, holiday parties, and more). Our people are our core and we recruit for a cultural fit that grows our team for the long-term.