Join our team of doers

And unlock your true potential
And jumpstart your career at a dynamic company
And help protect thousands of people for a living
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Top Work Places in New Jersey award
Top Work Places in Massachusetts award

People

When it comes to our people, Plymouth Rock listens to every voice. Seriously, if you work here, your point of view is not only encouraged, it’s expected. Doesn’t matter what your job title is either.

Some companies call it diversity of thought—we just call it common sense. Listening to our people is the only way we know how to innovate and drive our work forward.

Can you check these boxes?

Culture

We want you to be happier here than anywhere else. That’s why we’ve created a welcoming and rewarding corporate culture!

You won't find:

  • Rigid workplace rules
  • Layers of bureaucracy
  • Killer work hours
  • Antiquated, dank offices
  • Stuffy executives

VS

You will find:

  • A fun, informal work setting
  • Plenty of chances to grow
  • Healthy work-life balance
  • Modern workspaces
  • Execs with open-door policies

Values

Plymouth Rock admires Friendliness, Good Citizenship, Integrity, Loyalty, Hard Work, and the Pursuit of Excellence and Innovation. We're always looking for employees who share these values. It's how we grow together as a team and, most importantly, serve our customers better.

Recognition

We reward employees throughout the whole year—not just at review time. Our recognition program includes weekly gift cards, company awards and bonuses, network referrals and more.

Fun

We're a big company with a small company attitude. That means having fun! Competing in scavenger hunts ... dressing up for Halloween ... ice cream socials ... Holiday bashes. We embrace all of the above, plus encourage friendly hallway banter at all times!

Benefits

We offer a comprehensive benefits package to support all aspects of employee wellness. Our benefits are designed to promote good health, work-life balance and financial stability.

Kudos

“Working at Plymouth Rock has exposed me to cutting-edge marketing strategies and helped me grow faster than I would have in a big firm. If learning and development are your goals, Plymouth Rock is the place for you! “
Digital Lead, Marketing
“This is a great data-driven company. It is so exciting to see my models and analysis actually helping customers.”
Lead Data Scientist, Product
“At Plymouth Rock, there is a start-up mentality of not being afraid to try something, and try it quickly. If it fails, we learned, and we do it better next time. We are constantly seeking ways to do things better!”
Director, Customer Service
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Top places to work in new Jersey

Woodbridge, NJ

2021 Top Work Places,
NJ.com, Ranked #1,
Large Employer in New Jersey
Beat places to work in Massachusetts

Boston MA

2020 Top Places to Work,
Boston Globe, Ranked #17,
Large Company in Massachusetts

Both awards were based on anonymous employee surveys.

Locations

Plymouth Rock serves customers in six states—so naturally we have offices in six states! It’s like we always say, “There’s no expertise like local expertise!”

BOSTON, MA

Smack dab between the Seaport and Financial District, our Boston location has it all. Including public transportation just a stone's throw away—literally!
JOBS IN MA

WOODBRIDGE, NJ

If you like that new office smell, our renovated office in Woodbridge is for you. Everything is so fresh, you may even look forward to Mondays.
JOBS IN NJ

UNIONDALE, NY

Located on Long Island, Uniondale is a picturesque suburb of NYC. It's also the site of our biggest office in New York.
JOBS IN NY

OTHER CITIES

We also have offices in Connecticut, New Hampshire and Pennsylvania. Click the link below if you call one of those states home.
SEE ALL JOBS

Giving

One of our most treasured values is Good Citizenship. To us, that means helping people in the communities where we live and work.

Matching gift program

Our best-in-class Matching Gift Program epitomizes Plymouth Rock culture.

  • We offer employees a generous 2:1 matching opportunity. For example: If an employee donates $500 to a qualified charity, we’ll donate an extra $1,000
  • Less than 1 in 20 companies match employee donations at a rate greater than 1:1

Plymouth Rock Assurance foundation

Our Foundation has been awarding grants and scholarships for over two decades.

  • Since 1996, the Foundation has given away $8 million to non-profit organizations
  • In March 2021, we donated $500,000 to organizations helping students affected by COVID-19
  • Focus areas: Education, youth programs, health care, environmental causes, workplace development

Community service

We encourage all our employees to volunteer. Over the years our employees have given their time to numerous worthwhile causes.
  • Holiday toy drives
  • Earth Day cleanups
  • Youth Mentoring