Thinking about an insurance career? You’ve come to the right place. Find out more about the company, careers and benefits.


Plymouth Rock knows that happy employees promote happy customers, and that a successful, fulfilling employee experience makes all the difference. We foster a stable, inclusive and thriving work environment where everyone feels valued, empowered and free to share ideas.

We’re Hiring

Whether you’re a recent college graduate or an experienced professional, if you’re a friendly self-starter seeking to work on meaningful, innovative projects that positively impact our customers and communities, a career at Plymouth Rock could be right for you.

Ready to join our team? Review our open listings and check back often for new opportunities.

We offer exciting careers in these categories:

What Makes Plymouth Rock a Great Place to Work

Play Video
Plymouth Rock admires friendliness, good citizenship, integrity, loyalty, hard work and the pursuit of excellence. We believe that a shared philosophy reinforces our cooperative accomplishments. We are forthright about the kind of company we strive to be. We are constantly looking as we grow for more employees who share our values. We want our people to be happier with us than they could be anywhere else.

Plymouth Rock is proud to be recognized as the #1 large workplace by in its Top Workplaces list for 2021. ranks the best places to work in New Jersey based on an employee survey.

Plymouth Rock takes pride in being recognized by The Boston Globe out of 125 companies and organizations in Massachusetts as a Top Place to Work for 2020. These companies were selected based on surveys about the workplace completed by their employees.

Our Culture

Because our company values are such a big part of who we are, we developed a 12-point culture statement that outlines our commitment to excellence, outstanding service and each other.

Our approach to business requires that we attract and keep the best agents and the best customers. We deserve to get the best business only if we offer the most in return. This takes a zealous commitment to service. We should aim to be better at service than anyone else in our business, and to be known for that above all else.

Unnecessary delay is anathema to excellence. Backlogs are much harder to cure than to prevent. There is nothing wrong with getting help to prevent a backlog; there is no heroism in facing a backlog alone. A sense of urgency underscores our commitment to quality.

We spend nearly half our waking hours at work. Our jobs should not only offer satisfaction from the technical work, but also a sense of companionship with our co-workers. Someone who does every technical assignment perfectly but doesn’t contribute to the happiness of others has done only half the job right. Take responsibility for making every employee feel good about being with us and working hard, just as we need to make every agent and every customer feel good about choosing us to do business with.

Messy spaces create stress. Everyone feels better when the environment is orderly and calm. So, be attentive to the appearance of the office. Each of us should feel responsible for all visible spaces. Our offices should look at every moment as though we were about to show them off to an important visitor.

We all feel overwhelmed by our assignments from time to time. Call for help when these situations arise. When a co-worker is struggling, always offer help and then make sure the problem gets solved, even if this requires finding someone higher up to fix whatever is wrong. We should all have a sense of responsibility for any problem we see and stay with it until it is resolved. Hiding a problem is the worst thing to do; ignoring a problem, even if it appears to be someone else’s, is almost as harmful.

Everything we do at work can be improved upon. Everyone is invited to suggest ways to streamline existing procedures and get rid of unnecessary, boring tasks. We should always be receptive to new technologies and improved approaches. We should be quick to comment, though, when a new idea or experiment isn’t working as hoped. Failed experiments are part of seeking progress too.

Everyone deserves to be treated with respect, especially when working together toward a common success. It is disrespectful to refuse to listen to someone else’s views or to fall prey to hateful biases and prejudices. Our goal is always to treat people with courtesy, civility and kindness. Mutual respect creates increased job satisfaction, longer tenures and greater effectiveness.

A job is a relationship between an employee and a company, and as is the case with all human relationships, no one should expect it to be perfect. When an employee feels that something has gone wrong in a job, the company needs to know that. This usually means bringing the matter to a higher level. Sometimes the company has made an error and can fix it; sometimes the employee has something to learn. Nothing happens, though, until the problem or disappointment has been brought into the open. Work stresses should not be kept stewing inside, and it does no good to share complaints with people unable to resolve them. Active and constructive communication is the beginning of most solutions.

We should pride ourselves on innovative approaches, and admire people who use their brains to the fullest. We tend to hire and promote people who seek education. On the other hand, there is an infinite amount we do not know. It is imperative that we never get smug about our level of knowledge or our degree of sophistication. Smugness is the worst enemy of creative intellect.

Ours is a business office and conduct within it should always reflect professionalism. It’s not businesslike to use publicly visible work stations for activities other than work, to play music that disturbs others or cuts us off from communications, or to dress in too casual a manner. We want to dress, walk, and talk like the respected professionals we strive to be.

Everyone likes working with friends, and we all want a sense that the company pays personal attention to our needs and our successes. Our staff is encouraged to recruit friends for jobs in the company. All employees are asked to get to know the people they work with and be sensitive to them as individuals. Supervisors should have small enough spans of authority to pay attention to every aspect of each person’s performance and be empathetic to their feelings. We each have to do our part, though, to make this closeness work. It requires an extra hello, an occasional social visit and a host of the other small attentions that add up to warmth among people.

Our company is a community. People feel best when they are proud of their community and know that it is accomplishing something worthwhile. If there are questions about how one’s work fits into the whole picture or about the behavior of the company in any area of its work, it is always good to ask. When the company is mentioned outside our offices, we should all be able to speak about it with pride and a broad base of knowledge. We want to be honest and good citizens, both individually and as a group.

Employment Benefits

At Plymouth Rock, we value our employees’ quality of life — now and in the years to come. All full-time and most part-time employees are eligible for a comprehensive benefits package including a variety of options to preserve their health and well-being, secure their financial future and help them live life to the fullest. These great benefits are available with no waiting period:

We also offer programs to help employees achieve a healthy work-life balance so they can be their best selves in their professional and personal lives. We provide in-house health assessments and vision checkups, an onsite nurse, modern gym and a wellness initiative program that rewards employees for tracking their steps and staying healthy. Plymouth Rock also sponsors health-related events and support groups including chair yoga, group meditation, massages from professional masseurs and Weight Watchers at Work.

To ensure that we maintain an industry-leading compensation plan, we review our benefits programs annually and update them frequently.

Plymouth Rock is an equal opportunity employer.

*The company presently intends to pay annual bonus awards under the 401(k) Plan to its eligible employees for each year in which it earns a profit. The bonus award will be set annually by the company as a percentage of salary in the year for which the bonus is being paid.