Plymouth Rock Assurance

Product Manager, Underwriting Strategy & Product Innovation

Job Locations US-MA-Boston
Product Management
Regular Full-Time

The Plymouth Rock Home team is a start-up within a well-established insurance company. Our @home product is easy to buy and full of the features our independent agents want to sell and people need to protect the things they value most.


Our @home product is available in six states in the Northeast and is growing 3x our industry. The Underwriting Strategy and Product Innovation team focuses on:

  • Designing Underwriting strategy and solutions,
  • Working closely with Underwriting Operations to implement that strategy efficiently and effectively,
  • Developing new optional coverages and maintaining existing coverages for all Homeowners lines of business, and
  • Owning the P&L for the renter and condo lines of business.

We are a fun-loving group of entrepreneurs laser-focused on building an innovative, profitable and fast-growing Homeowners business.


You will…

  • Own the development and implementation of projects such as new optional coverages, refreshing our condo pricing model, and partnering with our Data Science team to improve underwriting models
  • Execute on projects of high complexity using data to identify, test and solve strategic business issues within the book of business
  • Constructively challenge current processes and proposed solutions to obtain the best outcome
  • Collaborate with Underwriting, Service, Distribution, IT, Claims, and Actuarial to get work done and collect helpful feedback that can be used to improve product retention and profitability
  • Serve as a regulatory expert, providing a thorough understanding of our products and endorsements
  • Monitor the competitive, legislative, and regulatory environment for homeowners insurance, proactively identifying emerging threats to our objectives and implementing solutions
  • Lead and develop a team of highly engaged product analysts
  • Serve as a mentor to other team members on aspects of project work, insurance and general business knowledge

You know…

  • How insurance pricing works and how to get things approved by state regulators
  • How to utilize quantitative approaches to generate sound business analyses with strong attention to detail
  • How to leverage predictive modeling and other quantitative concepts and how to interpret these concepts for business application
  • How to link multiple data sources to organize data into a logical format for analysis
  • How to take ownership of challenging business issues, making decisions with limited or incomplete data and see issues through to resolution

You have…

  • 5+ years of insurance product design and ratemaking experience
  • Programming query experience (SQL preferred)
  • Excellent project management and problem-solving skills
  • Experience developing, prioritizing, and implementing a game changing product backlog
  • Experience managing relationships with upper management and with technical developers
  • Ability to communicate effectively to both technical and non-technical audiences
  • Bachelors or higher level degree preferred

About the Company

The Plymouth Rock Company and its affiliated group of companies write and manage over $1.4 billion in personal and commercial auto and homeowner’s insurance throughout the Northeast and mid-Atlantic, where we have built an unparalleled reputation for service. We continuously invest in technology, our employees thrive in our empowering environment, and our customers are among the most loyal in the industry. The Plymouth Rock group of companies employs more than 1,800 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.



We believe that every person is entitled to equal employment opportunities. We do not discriminate against any employee or qualified applicant for employment on the basis of age, race, color, religion, national origin, ancestry, disability, gender, sexual orientation, gender identity or expression or genetic information. In addition, the state in which you work may protect certain other characteristics. We are committed to treating employees fairly and with dignity and respect, and we unconditionally prohibit discrimination in hiring, terminating, promoting, or compensating any employee on the basis of a qualified individual’s membership in any of these protected classes


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