The Plymouth Rock Company Incorporated jobs in Boston, MA - 45 jobs

Are you passionate about excellence and accuracy? Do you have a keen eye for detail and a drive to ensure the highest standards of quality? We are seeking a dedicated Quality Assurance Analyst to join our Home Underwriting Department. In this role, you will play a critical part in maintaining the integrity and reliability of our underwriting processes, helping us provide exceptional service for our customers and agents. Key Responsibilities * Perform comprehensive audits and quality reviews of home underwriting files to ensure compliance with internal guidelines, regulatory requirements, and industry best practices. * Execute targeted reviews of new underwriting initiatives related to both new business and renewal workflows. * Analyze underwriting decisions to identify trends, opportunities for process improvement, and training needs. This will involve collaborating to drive quality improvements and implement corrective actions. * Own the department's annual agency audit process to ensure compliance. * Document findings, prepare detailed reports, and communicate feedback to department leadership and key stakeholders. * Assist in the development and maintenance of quality assurance standards, policies, and procedures. * Monitor quality metrics and support the creation of dashboards and reporting tools. * Stay current with relevant laws, regulations, and underwriting requirements affecting home insurance. Qualifications * Bachelor's degree required. * 2+ years' experience in home underwriting, quality assurance, or related discipline. * Strong understanding of underwriting guidelines, regulations, and risk assessment. * Excellent analytical, problem-solving, and organizational skills. * Effective written and verbal communication skills, with the ability to present findings clearly and constructively. * Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint). * Ability to work independently and as part of a collaborative team in a fast-paced environment. * High level of integrity, professionalism, and attention to detail. Salary Range: The pay range for this position is $60,000 to $81,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent".

We're looking for a Salesforce Marketing Cloud Manager to lead the strategy and execution of our Salesforce Marketing Cloud platform. As both a Technical Owner and Digital Product Manager, you will shape the roadmap, own platform optimization, and drive customer engagement through personalized, data-driven communication. You'll be at the intersection of technology, marketing, and innovation-helping us elevate our digital experience and drive measurable results. Essential Functions and Responsibilities: Platform Ownership * Lead the administration, configuration, and optimization of Salesforce Marketing Cloud (SFMC). * Architect solutions across SFMC modules (Journey Builder, Mobile Studio, Cloud Pages, etc.) for email, SMS, and mobile campaigns. * Oversee system integrations, data structure, AMPscript and SSJS scripting, and API use cases. * Maintain compliance with digital communication regulations (CAN-SPAM, TCPA). Drive Strategy * Serve as the Product Owner for SFMC-manage the vision, roadmap, and backlog to align with broader marketing and business goals. * Collaborate with stakeholders to turn customer insights into automation strategies that drive acquisition, retention, and conversion. Lead and Collaborate * Manage and mentor a team of Marketing Cloud Developers - fostering professional growth and technical excellence. * Partner with cross-functional teams in Marketing, IT, and Analytics to deliver seamless digital experiences. Execute High-Impact Campaigns * Design and launch multichannel customer journeys using automation tools and advanced data segmentation tactics. * Run A/B tests and optimize performance using tools like Einstein Recommendations, analytics, and personalization features. Measure and Optimize * Build dashboards and reports to track KPIs-such as open rates, click-through rates, and conversion performance. * Use insights and root cause analysis to drive continuous improvement and marketing efficiency. Innovate * Stay ahead of industry trends, emerging technologies, and platform enhancements. * Identify new opportunities to enhance customer experience and improve ROI. * Bring artificial intelligence into the day-to-day workflow to further improve team outcomes. Qualifications and Education: * 5+ years of hands-on experience with Salesforce Marketing Cloud (including Journey Builder, Mobile Studio, Automation Studio). * Strong working knowledge of AMPscript, SQL, SSJS, and APIs. * Proven success managing end-to-end marketing automation strategy and execution. * Bachelor's degree in Marketing, Computer Science, Information Technology, or related field. * Strong project management skills and ability to lead in a fast-paced environment. * Experience using Jira to manage backlogs and organize work. * Ability to communicate complex technical topics to business stakeholders. * Experience with Salesforce Data Cloud and Agentforce is a plus. * Salesforce Marketing Cloud Certifications are preferred. Perks and Benefits * 4 weeks accrued paid time off + 9 paid national holidays per year * Free onsite gym at our Boston Location * Tuition Reimbursement * Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision) * Robust health and wellness program and fitness reimbursements * Auto and home insurance discounts * Matching gift opportunities * Annual 401(k) Employer Contribution (up to 7.5% of your base salary) * Various Paid Family leave options including Paid Parental Leave * Resources to promote Professional Development (LinkedIn Learning and licensure assistance) * Convenient location directly across from South Station and Pre-Tax Commuter Benefits Salary Range: $122,000-$170,000 a year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent".

Associate Customer Service Representative 1 Research Drive, Westborough, MA 01581 Thank you for considering Amica as part of your career journey, where your future is our business. At Amica, we pride ourselves on being an inclusive and supportive environment. We all work together to accomplish the common goal of providing the best experience for our customers. We believe in trust and fostering lasting relationships for our customers and employees! We're focused on creating a workplace that works for all. We'll continue to provide training, guidance, and resources to make Amica a true place of belonging for all employees. Want to learn more about our commitment to diversity, equity, and inclusion? Visit our DEI page to read about it!" As a mutual company, our people are our priority. We seek differences of opinion, life experience and perspective to represent the diversity of our policyholders and achieve the best possible outcomes. Our office located in Westborough, MA is seeking an Associate Customer Care Representative to join the team! Job Overview: This position involves telephone contact to assist and service policy holders with their insurance needs. Ideal candidates will possess prior experience in service and sales, demonstrate a professional telephone manner, and exhibit strong teamwork skills. Responsibilities: * Conduct professional telephone conversations to service customer accounts in a high call volume environment * Problem-solve and use time effectively to multitask and prioritize work * Assist customers with various billing and policy change transactions over the phone * Gain customer trust and respect by establishing and maintaining effective relationships * Demonstrate a high standard of customer service * Collaborate with others in a team setting Salary and Work Schedule: A starting annual salary of $45,261 ($23.21/hr.). Additional compensation would be dependent on level of experience and applicable licenses within the property and casualty industry with a range of up to $68,946 ($35.36/hr.). The 37.5-hour work week is scheduled from Monday through Friday, between the core hours of 8:45 AM and 5 PM, and includes a few holidays and Saturdays annually. Work from home may be available up to two days a week once trained to work independently. Total Rewards: * Medical, dental, vision coverage, short- and long-term disability, and life insurance * Paid Vacation - you will receive at least 13 vacation days in the first 12 months, amounts could be greater depending on the role. While able to use prior to accrual, vacation time will accrue monthly. * Holidays - 14 paid holidays observed * Sick time - 6 days sick time at hire, 6 additional days sick time at 90 days of employment * Generous 401k with company match and immediate vesting. Additionally, annual 3% non-elective employer contribution * Annual Success Sharing Plan - Paid to eligible employees if company meets or exceeds combined ratio, growth and/or service goals * Generous leave programs, including paid parental bonding leave * Student Loan Repayment and Tuition Reimbursement programs * Generous fitness and wellness reimbursement * Employee community involvement * Strong relationships, lifelong friendships * Opportunities for advancement in a successful and growing company Qualifications * High school diploma or equivalent education required * Previous customer service and sales experience * Excellent interpersonal and communication skills * Computer keyboard and processing skills * Previous insurance background is a plus, but not required * After hire, employees will be required to obtain a state insurance license and meet continuing education requirements to maintain their license (comprehensive training will be provided) Amica conducts background checks which includes a review of criminal, educational, employment and social media histories, and if the role involves use of a company vehicle, a motor vehicle or driving history report. The background check will not be initiated until after a conditional offer of employment is made and the candidate accepts the offer. Qualified applicants with arrest or conviction records will be considered for employment. The safety and security of our employees and our customers is a top priority. Employees may have access to employees' and customers' personal and financial information in order to perform their job duties. Candidates with a criminal history that imposes a direct or indirect threat to our employees' or customers' physical, mental or financial well-being may result in the withdrawal of the conditional offer of employment. About Amica Amica Mutual Insurance Company is America's oldest mutual insurer of automobiles. A direct national writer, Amica also offers home, marine and umbrella insurance. Amica Life Insurance Company, a wholly owned subsidiary, provides life insurance and retirement solutions. Amica was founded on the principles of creating peace of mind and building enduring relationships for and with our exceptionally loyal policyholders, a mission that thousands of employees in offices nationwide share. Equal Opportunity Policy: All qualified applicants who are authorized to work in the United States will receive consideration for employment without regard to race, color, religion, sex, gender, gender identity, gender expression, sexual orientation, family status, ethnicity, age, national origin, ancestry, physical and/or mental disability, mental condition, military status, genetic information, or any other class protected by law. The Age Discrimination in Employment Act prohibits discrimination on the basis of age with respect to individuals who are 40 years of age or older. Employees are subject to the provisions of the Workers' Compensation Act. Amica Mutual Insurance Company is committed to protecting job seekers from recruitment fraud. We never request sensitive personal information or payment during the interview process. All legitimate job opportunities are listed on our official careers site: ************************** Learn more in the "Is Amica hiring?" section of our FAQ. rp

Plymouth Rock is looking for energetic, driven entry-level candidates to work in their Claims Department. The primary responsibility of this role is to handle property and casualty claims. Working in our downtown Boston location (across the street from South Station), Claims Representatives investigate, evaluate and create a disposition of the first and third party auto property damage claims. Plymouth Rock offers competitive salaries and top notch benefits including dental and vision insurance as well as a 401k company match. We have a Boston Sports Club in our building and also offer extensive training to start help jumpstart your career. Job Description Desired skills include: Ability to work independently and in a team environment Excellent oral and written communication skills Excellent organizational skills Solid problem solving skills Proficient in Word, Excel, MS Outlook Property and casualty claims handling experience desired The Plymouth Rock companies place a heavy emphasis upon quality of life and “goodness of fit”. We seek people who have a customer service orientation (i.e., who makes efforts to listen to and to understand both internal and external customers, anticipate customer needs, and give high priority to customer satisfaction), pay attention to the feelings and needs of others, and manifest a strong bias for action. We insist on the utmost integrity and probity. We offer highly competitive base salaries with an annual performance-based bonus, a very generous package of benefits, convenient access to public transportation and a thriving and stable workplace. Plymouth Rock, founded in 1982 by Jim Stone, former Massachusetts Insurance Commissioner, is a privately held insurance company that writes personal and commercial lines of business in the Northeastern United States. Today, Plymouth Rock, with more than $1billion in premiums underwritten and serviced, is comprised of a group of companies that were started or acquired to expand product offerings, channels of distribution, and the geographic footprint. With more than 800,000 policyholders, Plymouth Rock writes insurance through more than 800 independent agents. The Plymouth Rock Group employs 1,500 people and is headquartered in Boston, Massachusetts. Plymouth Rock holds an A.M. Best rating of “A-/Excellent.” Qualifications Educational Requirements: Bachelor's degree from four-year college or university required Previous MA auto claims handling experience preferred Additional Information All your information will be kept confidential according to EEO guidelines.

The Managing Attorney will be responsible for directing our House Counsel Offices in support of our Massachusetts and Connecticut litigation activities. He/She will balance managerial functions with the handling of a small caseload/back up support on pending cases. The Managing Attorney will maintain a thorough understanding of the business and its strategies to ensure sound legal counsel and advice in all matters affecting the business to maximize opportunities and mitigate risk and exposure. RESPONSIBILITIES * The managing attorney will direct staff attorneys and paralegals in the handling of litigated files to ensure compliance with best practices, provide guidance and direction, review and assign new cases, conduct internal quality reviews and work with claim leadership to ensure insureds receive a high quality defense and exceptional service. * Participates in the legal strategy of files handled by staff attorneys. Provides expertise by analyzing files and making decisions or recommendations in the areas of liability, damages, investigation, regulatory compliance, declaratory judgement actions and overall file handling. * Develops practices and procedures through reports and analytics to address quality, productivity, workflows and jurisdictional requirements. * Proactively assess legal risk and setting alternative dispute resolution strategies on warranted cases. * Prepare and analyze operational reports on all areas of the house counsel operation. * Continue to research case law, legislation and other court rules and processes that can affect the operation. * Manages and guide the development of the staff of the office to ensure they have the training, resources, feedback, and support to maximize their performance and skills development. * Actively engage with the General Counsel to manage the operations of the legal office and build and execute a strategic plan for the office. PERSONAL CHARACTERISTICS AND QUALIFICATIONS * Should possess a minimum of 15 years of related litigation experience in Massachusetts and preferably a minimum of 5-8 years of leadership experience. * Proven capability to negotiate complex situations; persuading others to take actions in a diplomatic and respectful manner. * Ability to respond effectively considering all perspectives to questions, concerns and issues. * Superior communication skills; collaborative with strong influencing and interpersonal skills. * Ability to function as a thought leader and proactive problem-solver in a dynamic fast paced environment. * Highest level of integrity and ethics, both professional and personal. * Experience with the Microsoft Suite (Excel, Power Point, Visio, Outlook etc…) * Data and analytical experience EDUCATION * Juris Doctor degree * Massachusetts Bar License Salary Range: The pay range for this position is $171,500 to $230,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent"

We're seeking an Associate UX Designer to join our User Experience team. This entry-level role offers a unique opportunity to contribute to human-centered design across a range of digital products and services. The ideal candidate will support UX research and design activities, including conducting user interviews, synthesizing qualitative and quantitative data, and translating insights into actionable design solutions. You'll work closely with senior UX teammates, developers, business analysts and product managers to craft intuitive, accessible, and engaging user experiences. Essential role functions and responsibilities include: Design Development * Develop wireframes, prototypes, and user flows based on research findings and design requirements. * Iterate on design solutions based on feedback from stakeholders, usability testing, and design reviews. * Create visual assets, including icons, buttons, and other UI components, ensuring consistency with design guidelines and brand standards. User Research and Analysis * Assist in conducting user interviews, surveys, and usability tests to gather insights about user needs and behaviors. * Help analyze research data and translate it into actionable design insights. Collaborate with researchers to identify user pain points and opportunities. Collaboration and Communication * Collaborate with product managers, developers, and other team members to ensure designs are feasible and aligned with project goals. * Present design concepts and solutions in design reviews, incorporating feedback from senior designers and stakeholders. * Assist in facilitating design workshops and brainstorming sessions to generate ideas and solve design problems. Design Documentation and QA * Help create, maintain, and update design systems, style guides, and component libraries to ensure consistency across products. * Document design processes, decisions, and rationale to ensure clarity and transparency for team members. * Participate in usability testing sessions to evaluate design effectiveness and identify areas for improvement. Continuous Learning and Improvement * Keep up with the latest design trends, tools, and best practices to continuously improve design skills and methodologies. * Actively seek feedback from senior designers and other team members to grow professionally and improve design capabilities. Qualifications and Experience: * Bachelor's degree in Design, HCI, or a related field. * 1 to 3 years of experience through internships, freelance work, or personal projects. * Proficiency in design tools such as Figma and Adobe. * Strong communication skills and attention to detail. * Familiarity with user research methods and usability testing. * Basic understanding of HTML/CSS is a plus. * Knowledge of accessibility best practices. Perks and Benefits * 4 weeks accrued paid time off + 9 paid national holidays per year * Free onsite gym at our Boston Location * Tuition Reimbursement * Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision) * Robust health and wellness program and fitness reimbursements * Auto and home insurance discounts * Matching gift opportunities * Annual 401(k) Employer Contribution (up to 7.5% of your base salary) * Various Paid Family leave options including Paid Parental Leave * Resources to promote Professional Development (LinkedIn Learning and licensure assistance) * Convenient location directly across from South Station and Pre-Tax Commuter Benefits Salary Range: $74,500-$100,000 a year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2.2 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 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-DNI

We are seeking a highly skilled and visionary Platform Architect to join our technology team. This role is responsible for designing, implementing, and governing enterprise platform solutions that enable scalable, secure, and resilient business applications across on-premises, cloud, and hybrid environments. As the subject matter expert and escalation point, you will drive architecture standards, deliver strategic projects, and partner with engineering, operations, and business stakeholders to ensure our platforms support innovation, compliance, and operational excellence. Essential Functions and Responsibilities: Architecture, Design & Standards * Own end-to-end platform architecture (cloud, on-prem, hybrid), including infrastructure, middleware, network, telecom, integration patterns, and automation frameworks. * Define, document, and enforce configuration standards, security controls, versioning, and compliance policies across platforms and environments. * Develop standards system documentation artifacts such as High-Level Diagrams, Low-Level Diagrams, Data Flow diagrams, SOPs etc. to ensure consistent documentation across the platforms. * Lead solution design for platform solutions including but not exclusive to resiliency, automation, and observability. * Evaluate and select platform technologies, tools, and patterns aligned with enterprise strategy and best practices. * Partner closely with the Enterprise Architecture team to align platform designs with enterprise architecture principles, reference architectures, and long-term technology strategy. * Collaborate with the Security team to embed security-by-design, threat modeling, identity, access controls, and compliance requirements into all platform architectures and standards. * Work in alignment with DevOps teams to define and standardize CI/CD pipelines, infrastructure-as-code patterns, automation frameworks, and operational best practices. * Participate in and contribute to architecture review boards to review and approve platform designs and standards. Implementation, Operations & Tier 4 Support * Provide Tier 4 diagnostics and resolution for complex platform incidents (infrastructure, middleware, automation, security). * Help develop solutions to configure, monitor and troubleshoot using platform-native and third-party tools (e.g., Terraform, Kubernetes, AWS, Prometheus, Grafana). Platform Integrations & Enablement * Design and optimize integration flows, self-service capabilities, and developer experience outcomes. * Oversee integration with business applications, third-party services, and internal tools; enable extensibility and automation. * Provide program leadership for platform adoption, track roadmaps, SLAs, and usage metrics. Governance, Documentation & Collaboration * Maintain comprehensive runbooks, SOPs, diagrams, and inventories (infrastructure maps, API catalogs, security policies). * Deliver technical/admin training and knowledge transfer to engineering, operations, and business teams. * Partner with Network, Security, Middleware, System, Database, DevOps, Operations, Service Desk, PMO, and Application teams to ensure secure, scalable, and integrated platform services. Qualifications and Education: * Bachelor's degree in Computer Science, Information Systems, Engineering, or equivalent experience. * 5-10 years in platform architecture, infrastructure engineering, and platform operations. * Demonstrated breadth across platform domains: cloud, on-prem, hybrid, automation, integration, security as well as different workloads (OLAP, OLTP, batch) * Strong experience with cloud platforms (AWS, Azure, GCP), container orchestration (Kubernetes, Docker), and infrastructure as code (Terraform, Ansible). * Hands-on with CI/CD, API gateways, service mesh, monitoring/logging platforms. * Expertise in platform security, compliance, and audit readiness. * Practical knowledge of integration technologies (REST, GraphQL, event-driven), automation frameworks, and developer enablement. * Networking fundamentals for platforms: TCP/IP, DNS, load balancing, firewalls, VPNs. * Excellent communication, documentation, stakeholder engagement, and vendor management skills. * Experience with platform governance, policy enforcement, and operational best practices. * Familiarity with ITIL framework Salary Range: $135,000-$180,000 per year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.2 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 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-DNI

The Property Claims Quality & Compliance Supervisor is a salary-based position that comes with full benefits and promotional opportunities. This role is a key position in our succession planning ideal for expert homeowner claims technicians with management potential. Plymouth Rock Assurance is seeking a strategic and execution-focused leader to build and lead an industry-leading Quality & Compliance function for the Homeowners Claims organization. This role will be accountable for the design, governance, and ongoing performance of a best-in-class quality assurance system that ensures claim files are handled accurately, consistently, and in full compliance with regulatory requirements. This leader will oversee an independent Quality Assurance team, partner closely with Claims Operations to drive corrective action, and serve as the primary steward of compliance across licensing, regulatory adherence, and Department of Insurance (DOI) interactions. Plymouth Rock knows that happy employees promote satisfied customers, and that a successful, fulfilling employee experience makes all the difference. We foster a stable, diverse and thriving work environment where everyone feels valued, empowered and free to share ideas. Plymouth Rock Assurance is looking for creative individuals with an inquisitive mindset who can use critical thinking to aid customers in settling complex homeowner losses, as well as contributing to our company culture. You will be joining a fast-moving team with a focus on helping customers through a trying time, and we will collaborate to make Plymouth Rock the best company we can be. Qualifications: * 8+ years of P&C claims experience, with at least 3 years in a leadership role within Quality, Compliance, Audit, or Claims Operations. * Ability to obtain licensure in New York, Connecticut and New Hampshire * Deep expertise in homeowners claims handling standards, best practices, and regulatory expectations. * Proven experience designing or advancing a structured QA program or governance model. * Demonstrated ability to drive action from insights - influencing without direct control. * Strong analytical, written communication, and executive-level presentation skills. * Experience managing DOI inquiries, market conduct exams, or compliance disputes strongly preferred. * Bachelor's degree required; professional designations (CPCU, AINS, AIC) or JD a plus. * Ability to carry up to 25lbs and conduct roof inspections on homes * Valid Driver's License and proficient driving record Responsibilities: Quality System Leadership * Architect and oversee a comprehensive, end-to-end quality assurance framework for Homeowners Claims covering coverage determinations, investigation quality, estimate accuracy, communications, cycle time adherence, reserving, and customer experience. * Lead an independent QA team responsible for file reviews, scoring, trend identification, and outcome reporting. * Establish and maintain a formal calibration program (quarterly at minimum) to ensure consistency in standards, scoring, and interpretation across QA and operational leadership. * Develop dashboards and reporting for executive leadership, including root-cause analysis, thematic risk insights, and recommendations. Operational Integration & Actioning * Partner with Claims Operations leadership to ensure QA findings translate into measurable performance improvements through training, coaching, playbook changes, or system enhancements. * Monitor corrective action plans and confirm closure on repeat or systemic quality issues. * Facilitate governance forums with Claims Leadership and Enterprise Risk to establish accountability, transparency, and continuous improvement. Compliance & Regulatory Oversight * Ensure Homeowners Claims processes, documentation, and decisions remain compliant with state regulations, claims handling standards, and carrier policies. * Own and administer adjuster licensing, continuing education tracking, and audit readiness. * Serve as the central point of coordination and response for Department of Insurance complaints, inquiries, and market conduct examinations. * Monitor changes in regulatory landscape and proactively drive procedural updates to maintain compliance. Salary Range: The pay range for this position is $104,000 to $138,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-SK1

The Plymouth Rock Home team is an Insurtech start-up within a well-established insurance company. We tripled our topline revenue over the past 4 years by revolutionizing the way homeowners insurance is marketed, bought, and sold, enabling customers to obtain a home insurance quote in just seconds. Our @home product marries cutting edge data science and predictive modeling with a simplified sales process and a feature-rich package that our distributors want to sell and consumers want to buy to protect the things they value most. About the Role We are seeking a highly motivated and technically skilled Lead Data Scientist to join our fast-paced, entrepreneurial team. This role is a unique opportunity for a seasoned data scientist who thrives on independence, wants to be deeply embedded in the business, and is passionate about using data to drive real-world outcomes. In this role, you won't just build models-you'll own them. Reporting directly to the VP of Product, you'll translate business needs into analytical frameworks, lead the design and deployment of full-stack predictive models, and influence pricing and underwriting strategy in a growing business. You will be embedded on the Product team, collaborate directly with senior leadership, and make regular presentations to the CEO. You'll be the analytics powerhouse behind the team's pricing and underwriting sophistication-pushing the boundaries of segmentation and innovation in a highly visible and impact-driven capacity. There is an opportunity to bring your deep expertise in data science and passion for innovation driving results to this role. What You'll Do * Own the end-to-end predictive modeling process, from business problem definition and data acquisition to deployment and performance monitoring. * Collaborate directly with business leaders, product owners, and cross-functional stakeholders to align modeling strategies with business goals. * Translate complex modeling results into actionable insights for technical and non-technical audiences alike. * Work hands-on with large insurance datasets to uncover pricing and segmentation opportunities. * Lead the discovery, evaluation, and incorporation of new data sources and methods, including third-party vendor collaborations. * Monitor model performance, perform root-cause analysis, and iterate on solutions to enhance business outcomes. * Champion best practices in coding, reproducibility, and documentation using modern analytics infrastructure. * Incorporate Artificial Intelligence into your daily work to drive innovation, insights, and speed-to-market. What You Bring * Proven ability to work independently, owning the entire modeling lifecycle. * Fluency in Python (preferred) and R, including experience with production-ready modeling code and analytical pipelines. * Expert-level SQL skills for large-scale data transformation and aggregation. * Solid experience with cloud computing tools (especially AWS: S3, EC2, SageMaker) and Snowflake. * Mastery of GLMs and GBMs (e.g., H2O, XGBoost, LightGBM); familiarity with clustering, Bayesian inference, regularization, and optimization a plus. * Comfort working within Git-based, version-controlled environments. * Strong grasp of relational databases and experience working with large, multi-source insurance datasets. * Excellent communication skills, with experience presenting complex findings to senior executives. * Master's or PhD in a quantitative field (e.g., STEM, Economics) strongly preferred. * Prior knowledge of homeowners insurance and/or pricing frameworks is a plus. Bonus Points * Experience with tiering logic and segmentation beyond core risk pricing. * Exposure to regulatory concerns regarding insurance pricing models and variable selection. * Expertise in data visualization using tools like Plotly and Seaborn. * Experience collaborating with non-technical stakeholders to drive decision-making. * Experience using Artificial Intelligence tools both in super-charging your work and delivering results for the business. Why This Role is Unique * High Visibility: Present directly to the CEO and reports directly to the VP of Product who owns the business P&L. * Strategic Impact: See the direct business value of your models in premium growth, profitability improvements, pricing decisions, and underwriting strategy. * Full-Stack Autonomy: You manage everything-data wrangling, feature engineering, model training, deployment, and monitoring. * Embedded with Product: You're not a service function-you're part of the business team, with aligned incentives and shared goals. * Innovative Environment: Use custom modeling frameworks to test new ideas in an agile, responsive, and entrepreneurial setting. Salary Range: The pay range for this position is $153,500 to $204,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2.5 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 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-PC1

In this position, the Senior Underwriter will be responsible for independently interpreting insured and agency analytics, partnering collaboratively across the organization, and leading efforts to identify and address Rate Evasion. This role will assess complex risk exposures and work closely with Claims, Sales, Product, and Customer Care, as well as directly with insureds and agencies, to resolve findings and drive underwriting outcomes. The Senior Underwriter will consistently represent the brand, deliver Six Sigma-aligned results, and maintain the highest level of customer experience. This role will be primarily focused on Massachusetts, with responsibilities that may extend across New England and New York. To meet the needs of the organization and the clients we serve, this role may also support Customer Care inquiries, endorsement processing, quoting, and other underwriting activities that contribute to organizational success. Essential Functions & Responsibilities * Serve as a subject matter expert on state regulatory requirements, company products, underwriting guidelines, and underwriting philosophy. * Lead and support the documentation, maintenance, and enhancement of departmental procedures. * Identify, recommend, and help implement process improvements to improve underwriting effectiveness and efficiency. * Deliver timely, accurate progress reports and monthly business results. * Lead and execute a repeatable Rate Pursuit analytical process evaluating insureds and agency performance. * Continuously assess methods to maximize premium accuracy and collection while mitigating risk. * Act as an escalation point for complex issues, complaints, questions, and inquiries, responding with professionalism and sound judgment. * Execute and oversee multiple Rate Pursuit, New Business, and Renewal projects, including but not limited to home inspections, umbrella renewal questionnaires, driver discovery, questionable risk referrals, and garaging analysis. * Partner closely with Claims to analyze trends and recommend appropriate underwriting actions. * Mentor and provide guidance to less experienced underwriting staff as needed. * Participate in special projects as assigned Qualifications & Education * Proven experience analyzing and interpreting complex qualitative and quantitative data. * Strong organizational, communication, and stakeholder management skills. * Exceptional analytical, critical thinking, and problem-solving abilities. * Advanced knowledge of customer care techniques and underwriting best practices. * Excellent written and verbal communication skills. * Ability to manage multiple priorities and work independently. * Strong proficiency in Microsoft Office, with advanced Excel skills. * 5+ years of relevant underwriting experience preferred. * Personal Lines Auto and Home experience strongly preferred. * P&C License preferred. Perks & Benefits * 4 weeks accrued paid time off + 9 paid national holidays per year * Free onsite gym at our Boston Location * Tuition Reimbursement * Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision) * Robust health and wellness program and fitness reimbursements * Auto and home insurance discounts * Matching gift opportunities * Annual 401(k) Employer Contribution (up to 7.5% of your base salary) * Various Paid Family leave options including Paid Parental Leave * Resources to promote Professional Development (LinkedIn Learning and licensure assistance) * Convenient location directly across from South Station and Pre-Tax Commuter Benefits Salary Range The pay range for this position is $69,000 to $109,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent".

The Receptionist & Administrative Support Associate is a highly motivated individual committed to delivering exceptional service to both internal and external clients. The Associate will maintain a professional and welcoming environment, be responsive to diverse client needs, and proactively support the success of the Customer Contact Service department. This position will follow a Monday through Friday schedule. Monday from 10-6pm and Tuesday through Friday from 8-4pm. This role reports five days in the office in our Boston location. Essential Functions and Responsibilities * Deliver outstanding service by addressing client concerns, researching solutions, and taking ownership through to resolution. * Manage the operation of the switchboard and appropriately direct incoming calls. * Perform daily administrative tasks including document indexing, tracking and sorting subpoenas, coordinating department celebrations, and assisting with high-priority projects. * Train team members who will provide backup support for reception responsibilities. * Support customer inquiries by consistently identifying and executing "Yes" opportunities during each interaction. * Demonstrate schedule flexibility to provide coverage during unforeseen gaps, including support for executive staff during absences. Qualities & Education * Proficiency in Microsoft Office Suite (Word, Excel, PowerPoint, Outlook). * Ability to work both independently and collaboratively in a fast-paced environment. * Excellent interpersonal, communication, and analytical skills. * Strong research, organizational, and problem-solving abilities. * Bachelor's degree preferred. * Minimum of 2 years of professional work experience. Perks and Benefits * 4 weeks accrued paid time off + 9 paid national holidays per year * Free onsite gym at our Boston Location * Tuition Reimbursement * Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision) * Robust health and wellness program and fitness reimbursements * Auto and home insurance discounts * Matching gift opportunities * Annual 401(k) Employer Contribution (up to 7.5% of your base salary) * Various Paid Family leave options including Paid Parental Leave * Resources to promote Professional Development (LinkedIn Learning and licensure assistance) * Convenient location directly across from South Station and Pre-Tax Commuter Benefits Salary Range: $41,500 - $55,500 a year. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-RJ1

The Managing Director of Corporate Finance is a key member of the finance leadership team, responsible for leading the company's financial strategy, capital management, and treasury operations. This executive provides strategic financial insight and leadership to support sustainable growth, profitability, and effective risk management across the enterprise. This role requires a seasoned finance leader with deep expertise in financial management, including capital optimization and performance analytics, as well as the ability to translate complex financial insights into actionable business strategies. Key Responsibilities * Partner with the CFO and executive leadership team to develop and execute the company's long-term financial strategy. * Provide strategic and financial guidance to support corporate objectives, including growth initiatives, profitability targets, and capital efficiency. * Lead capital management strategy, capital allocation decisions, and treasury operations to optimize liquidity and financial flexibility. Qualifications & Experience * Master's degree in Accounting, Finance, or a related field preferred. * Professional accounting or finance designation (e.g., CPA, CA, ACCA, CFA) preferred. * 10+ years of progressive financial leadership experience, including senior executive or director-level roles. * Demonstrated experience in strategic financial planning, governance, and executive-level decision support. Salary Range: The pay range for this position is $210,000 to $300,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. About Plymouth Rock Founded in 1982 and headquartered in Boston, writing approximately $2.5 billion in annual premiums, Plymouth Rock is a privately held insurer specializing in automobile and home insurance. Plymouth Rock considers itself to be the "largest of the entrepreneurial insurers" and the "smallest of the large insurers." We blend the agility, innovation, and growth potential of a dynamic startup with the resources, stability, and security of a well-established organization.

The Product Analyst will play a key role in shaping the company's product strategy, pricing, and competitive positioning across P&C insurance lines. In this role, you will support favorable business outcomes by analyzing complex issues and providing actionable recommendations for rating plans, underwriting rules, process enhancements, and other strategic initiatives. You will also serve as a bridge between the Product department and other functions, including Underwriting, Marketing, Finance, and Technology. Responsibilities: * Contribute to the management of P&C product performance, supporting profitable growth and achievement of business targets. * Conduct quantitative analyses to inform pricing, underwriting, and product strategies, leveraging predictive modeling concepts and other advanced techniques. * Identify trends, develop hypotheses, and proactively recommend solutions to business challenges. * Manage and support projects of moderate to high complexity, using data systems and analytical tools to diagnose issues, test solutions, and deliver insights to leadership. * Collaborate cross-functionally to ensure product strategies are aligned with business needs and market opportunities. * Monitor competitor actions, regulatory developments, and market trends in assigned states to identify risks and opportunities, and recommend strategic responses. Requirements: * Understanding of and experience with insurance products and operations, including underwriting/claims, pricing/rating concepts, insurance finance and risk selection methodologies. Commercial Auto experience desired but not required. * 3 or more years in product management, underwriting, claims, or other analytical role. * 3 or more years of experience with relational database tools and concepts. Proficiency with data extraction, manipulation, analysis, presentation and programming query tools (MS-SQL preferred). * Strong strategic thinking skills and structured problem-solving ability developing and implementing new, creative and effective solutions to highly complex business issues. * Confidence in taking ownership of challenging business issues, experience managing multiple projects and making decisions with limited or incomplete data and seeing issues through to resolution. * Ability to communicate effectively to both technical and non-technical audiences. * Ability to establish and build productive working relationships internally and externally, lead mentoring relationships (as needed), and negotiate. * Bachelors or higher level degree preferred * CPCU or other professional insurance designation(s) desired but not required. Salary Range: The pay range for this position is $66,000 to $85,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2.2 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 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an AM Best rating of "A-/Excellent." #LI-SK1

This role would own voice and text analytics and insights. This would include sourcing, managing, structuring, and analyzing large amounts of structured and unstructured data from multiple sources including websites, apps, voice analytics, and third-party data vendors. Techniques include building automated data pipelines, web scraping, identifying trends and patterns in unstructured data, automated quality assurance and developing high-quality data visualizations and analytics solutions. Responsibilities: * Build complex data models that transform raw information into actionable business insights. * Web scraping, analysis, and automation of unstructured data flows. * Create intuitive dashboards and reports that simplify data comprehension across all organizational levels. * Troubleshoot and resolve data-related issues proactively. * Subject Matter expert in extracting data from VOC/CX systems such as Voice Analytics and Automated Quality Management and Datawarehouse to illustrate easily digestible trends and results of actions. * Implement enhancements to VA categories and Automated Quality Assurance Form Designer to uncover and promote insights. * Collaborate with teams to identify and bridge gaps in voice of the customer offerings. * Conduct thorough exploratory data analysis to ensure quality and consistency. * Maintain a state of constant communication and collaboration. * Root cause and driver analysis * Participate in a company-wide customer success motion through content, and data to and from stakeholder organizations. * Support the development a customer lifecycle model that ensures value realization and has a measurable impact on customer outcomes. Qualifications: * 5+ years of relevant experience. * AWS expertise Experience with tools like Lamda, Sagemaker and notebook jobs. * Expert-level proficiency in Power Bi or Tableau (data modeling, DAX, Power Query, Power BI Service). * Strong understanding of data warehousing concepts and integration techniques. * Experience managing large, complex datasets from multiple sources. * Bachelor's degree in computer science, statistics, Information Systems, or related field Salary Range: The pay range for this position is $94,000 to $132,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-SM1

As a Customer Service Associate, you will be responsible for delivering superior experiences to our customers by phone, email, and text. Specifically, these inquiries will be about our Auto Insurance product. You will use critical thinking skills and computer navigational abilities to solve customer problems in this dynamic, fast-paced environment. No two inquiries are ever the same, which makes this an exciting place to develop and hone your customer service and problem-solving skills. What is exciting about this role and Plymouth Rock? This is a salary-based position that comes with full benefits, and promotional opportunities. No prior insurance experience is required, as you will receive extensive, fully paid training and support. Plymouth Rock knows that happy employees promote happy customers, and that a successful, fulfilling employee experience makes all the difference. We foster a stable, diverse and thriving work environment where everyone feels valued, empowered and free to share ideas. Essential Functions & Responsibilities * Primary responsibility is to provide extraordinary service on all inquiries regarding our auto insurance product. These inquiries can come via phone, email, text and chat. * Making sure every customer interaction results in a great customer experience. * Develop and maintain strong knowledge of our revolutionary insurance product. * Accurately enter and update policy information into the various processing systems. * Build enduring relationships with agents, customers and team members. * Be willing to learn something new every day and apply it to future customer interactions. Qualifications and Education * Excellent oral and written communications skills * Bachelor's or Associate Degree preferred (or working towards a degree) * Ability to multitask and adapt to changes quickly * Capability to identify and address customer's needs to ensure an outstanding experience on every interaction * Capacity to work in a fast pace supporting the rapid growth of our customer base * Be a self-motivated individual to meet & exceed goals * Proficient in the use of Microsoft Office * Minimum of 1 year overall work experience preferred Salary Range: The pay range for this position is $45,000 to $50,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-DNI

This temporary position will start in January 2026 and will end according to your availability, likely in the summer months. This position will be critical in advancing our mission to drive profit-focused technical excellence and innovation within the Plymouth Rock Group of Companies. The position will be responsible for research and development of new predictive models and new analytical techniques around insurance pure premiums, customer lifetime value, customer buying behaviors and other related topics utilizing internal and external data. This work will be used in setting pricing, underwriting and product strategies for the Plymouth Rock group of Companies. The analysis and modeling will be tested via implementation both broadly and on a pilot basis to allow us to learn and refine our approaches in rapid succession. Essential Functions and Responsibilities: Data Analysis: The Data Science Intern will work with internal and external data to understand key drivers of expected insurance losses and lifetime customer value. This will require that the Intern acquires an understanding of various internal and external data sources, is able to illicit hypothesis from internal personnel regarding key variables and test those hypotheses using available data. Modeling: The Data Science Intern will help develop and enhance models used in a variety of contexts within the product management structure of Plymouth Rock. The Intern will be responsible for advancing the modeling capabilities within Plymouth Rock and transferring those advancements to other product management personnel. Implementation: The Data Science Intern will work with the product community to facilitate the application of models developed considering the regulatory and competitive contexts within which we operate. This will include ensuring that models are well understood, the implications are appropriately assessed, implementation plans are defined, validation of results are undertaken, and adjustments are made rapidly. Qualifications: * Graduate Student from a program (doctoral preferred) in the areas of economics, statistics, or a related field (background in Bayesian statistics preferred). * Practical experience in Econometrics and Statistics, preferably in a business context. * Strong written and oral communication skills and an ability to communicate technical concepts to both technical and non-technical audiences. * High standards for the work products delivered. * Creative thinker with the ability to synthesize information from various sources and apply that information to concrete business problems. * Flexibility and resiliency characteristic of a professional. * Knowledge of, and experience with, the technical aspects of insurance is a plus. * Proficiency with modeling programming language (SQL, R, SAS, Python). The pay range for this position is $25 to $28 per hour. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Why work for us: * Friendly and collaborate work culture * Free On-site gym access * Free Coffee and Snacks * Company social events * Lunch and Learn Leadership program * Business Casual (Can wear jeans and sneakers!) * Convenient Location - across from South Station! About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent".

Plymouth Rock Assurance is looking for a talented and motivated Software Engineering Manager who will lead a team of highly technical full stack Java Developers to design, develop, support and implement industry leading eBusiness applications for home owners and umbrella insurance. This person will lead inception/iteration planning meetings, oversee feasibility research and lead collaboration and strategy alignment by working cross-functionally. In addition, this person will serve as the anchor of the team by mentoring Senior Engineers, providing technical leadership, resolving technical issues and promoting a spirit of collegiality and partnership across the firm. Essential Functions and Responsibilities: * Apply engineering standards and methodologies in order to analyze, design, develop, deploy and support software solutions to drive strong performance and high availability and exceed customer expectations. * Oversee source code and unit test case development. * Work with Business Analysts to understand requirements and translate to design. * Establish, aggregate, and share team standards and best practices across the department. * Coach and mentor employees to deliver continuous improvement and develop their professional skills and capabilities. * Functional/system integration testing support. * Plan and direct activities with the team and stakeholders to maximize technological productivity. * Architecture and design reviews. * Assess problems and solutions to contribute technical alternatives. * Impact analysis and component design. * Set clear expectations and create a positive work environment based on accountability, in collaboration with the engineering and management teams. * System/application architecture. * Develop guidelines and standards. * Support production as needed and meet development schedules. * Help the team scale effectively: identify, recruit, interview, and hire new engineers. Qualifications and Education: * Bachelor's or Master's degree (preferred) in Computer Science or related field. * 10+ years of professional experience and expert skills in JAVA/J2EE, Object oriented software design and development, Design Patterns, XML, and SQL. * Minimum 5 years of experience in Web application design and development. * Minimum 5 years development experience in Java/J2EE technologies. * Minimum 3 years of experience leading other Developers. * Self-motivated and directed, with the ability to effectively prioritize and execute tasks in a high-pressure environment. * A strong understanding of non-functional requirements (performance, scalability, maintainability, security). * Excellent design skills (class diagrams, sequence diagrams, activity diagrams, etc.) * Leadership and cross-communication skills to work with other domains/teams. * Desirable knowledge includes P&C Insurance industry, JBOSS, ESB (Mule), modern JavaScript libraries such as JQuery, AJAX, JUnit, Spring MVC, Angular, Web Services, Amazon Web Services, Kubernetes, Dev Ops and Jira. * Java Certifications (developer, web component, and architect) preferred. * Knowledge of IT concepts, strategies and methodologies. * Thorough understanding of layered systems architectures and layered solutions and designs. * Knowledge of diverse technologies and new technical architecture principles and concepts. * Highly proficient in software engineering languages and tools; ability to develop on multiple platforms. * Thorough knowledge of a business function(s) and IT industry business issues, extensive knowledge of business operations, strategies and objectives. * Strong communication, facilitation and consensus building skills. Perks and Benefits * 4 weeks accrued paid time off + 9 paid national holidays per year * Free onsite gym at our Boston Location * Tuition Reimbursement * Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision) * Robust health and wellness program and fitness reimbursements * Auto and home insurance discounts * Matching gift opportunities * Annual 401(k) Employer Contribution (up to 7.5% of your base salary) * Various Paid Family leave options including Paid Parental Leave * Resources to promote Professional Development (LinkedIn Learning and licensure assistance) * Convenient location directly across from South Station and Pre-Tax Commuter Benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-DNI

Plymouth Rock Assurance is looking for a claims operations specialist who can conceptualize, design, test, and/or execute ideas resulting in new and viable business processes and offerings to build a sustainable competitive advantage. This role would be responsible for working in Project Management, Vendor Management as well as Training and Quality & Compliance. This is a high profile position with a significant impact on the organization. This role will be instrumental in the development of our quality and compliance team as well as other projects which will influence the homeowners organization. This person will be responsible for the facilitation, planning, execution, and delivery of moderately complex claims projects intended to accomplish business goals and objectives within prescribed timeframes and budgets. They will also be responsible for developing and implementing quality assurance/control programs to ensure effective and efficient policies, processes, and procedures are aligned and followed. Responsibilities: Vendor Management * Build influential partnerships across the homeowners claims industry to uncover competitive insights, synergies, and explore cutting edge solutions * Collaborates with key stakeholders, vendors and project/program teams to identify mutually beneficial outcomes for competing priorities and negotiate timelines to ensure objectives are met. * Lead industry-disrupting technology initiatives * Partner with business owners of key outsourced capabilities, leverage data to measure effectiveness and ensure work goes to the right vendors based on past performance. * Work with claims leaders to define opportunities where sourcing is the appropriate lever to bring expertise or scale to our operation to improve claims outcomes and member service. * Manage expense process, and maintain ongoing compliance, accountability, and measurement. Ensure vendor regulatory compliance and usage of claims best practices, while meeting targets for service, loss mitigation, productivity and expense management. Training & Onboarding * Lead efforts to implement and train the claims staff on new technology and vendor programs * Lead training team members in maintaining schedule to move organization forward with appropriate business initiatives * Collaborate with claims leaders to enhance the employee onboarding program and coordinate with business owners to facilitate development of programs as necessary Quality & Compliance * Lead efforts to ensure quality and compliance expectations are met throughout the operation * Plans, develops, executes and monitors all Quality evaluation processes and procedures as well as specialty evaluation requests, ad-hoc studies and projects. * Coordinate staff training to address deficiencies or opportunities surfaced through quality audits * Provides guidance and support related to various review and evaluation aspects, including but not, limited to assisting with action plans and follow-up on plan execution. Identifies opportunities to automate/streamline quality and compliance efforts. * Communicates on behalf of Plymouth Rock to regulatory and governmental inquiries and maintains a central file for such documents Qualifications: * Bachelor's Degree OR 3 years of related homeowners experience beyond the minimum required may be substituted in lieu of a degree. * Comprehensive understanding of 1st Party and/or 3rd Party Property Claims * Comprehensive knowledge and demonstrated application of project management tools and methodologies. * Collaboration skills in a matrixed environment including providing consultative guidance to help solve enterprise level issues. * Possess an understanding of scope definition, process and solution mapping; process structures and components; and standard project planning methodologies. * Experience supporting projects with complex deliverables * Understanding of State specific regulations and property and casualty homeowner claims process * Excellent written and verbal communication skills. * Strong organization and research skills. * Detail oriented and curious. * Personable and able to work effectively with a wide variety of people. Salary Range: The pay range for this position is $98,000 to $133,500 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity. Benefits & Perks: * Paid time off * Free onsite gym at our Boston location * Tuition reimbursement * Low cost and excellent health insurance coverage options that start on Day 1 (medical, dental, vision) * Robust health and wellness programs * Auto and home insurance discounts * Matching donation opportunities * Annual 401(k) employer contribution * Various Paid Family leave options including Paid Parental Leave * Resources to promote professional development * Convenient locations and pre-tax commuter benefits About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2 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 1,900 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of "A-/Excellent". #LI-SK1

Plymouth Rock is looking for energetic, driven entry-level candidates to work in their Claims Department. The primary responsibility of this role is to handle property and casualty claims. Working in our downtown Boston location (across the street from South Station), Claims Representatives investigate, evaluate and create a disposition of the first and third party auto property damage claims. Plymouth Rock offers competitive salaries and top notch benefits including dental and vision insurance as well as a 401k company match. We have a Boston Sports Club in our building and also offer extensive training to start help jumpstart your career. Job Description The Sr. Network Engineer will be supporting a Cisco based network infrastructure with 11 office locations in the Northeast with two Data Centers providing connectivity to over 750 physical and virtual servers. We are specifically looking for someone with advanced experience: implementing, programming, and troubleshooting network hardware/software including: routers, switches, wireless access points, load balancers, network monitoring, remote access, VPN's, and firewalls. Our current WAN environment incorporates the use of routing protocols OSPF and BGP over Ethernet Private Line (EPL), Dedicated, and Broadband Internet carrier services. Job Responsibilities: Maintain a complex wired and wireless network infrastructure supporting distributed business applications as well as E-Commerce, VoIP, and video Design, maintain, and manage an enterprise-wide network infrastructure hierarchy Develop and document system standards for computer and network devices Create and update documentation of the networking environment including inventory of equipment as well as documentation of vendor activities Develop implementation plans, test plans, and project timelines for various network projects Maintain knowledge of network environment in conjunction with business applications and systems Actively monitor LAN/WAN network traffic and capacity maximizing available software reporting tools Proactively evaluate network performance and utilization trends Troubleshoot and analyze network communication failures and congestion Help resolve production problems in a large-scale environment impacted by a network issue Escalate network carrier issues as necessary Generate vendor quotes for network hardware, software, and support contracts Ensure the development and use of an effective preventive maintenance program suitable to meet the operation objective of "99.9% availability" Respond to all system problems on a 7 by 24 basis and take part in on-call rotation Attend seminars and training to maintain proficiency with latest network technologies Perform other job-related duties as assigned including helping telephony team with Avaya Communications Manager voice support Qualifications BS/MS (CS/EE preferred), Advanced Degree a plus Minimum Cisco Certification CCNP Demonstrated experience with multiple Cisco network product suites including: ISR routers (4451, 38XX, & 28XX), ASR router 1001; Nexus 9XXX switches and Catalyst switches (65XX, 45XX, 35XX & 29XX); and ASA 55XX firewalls Familiarity with Cisco Wireless Controllers and Access Points 5 plus years of design and implementation experience of routing and switching with Cisco hardware/software including L1/L2/L3 design principles Experience working with OSPF routing protocol 5 plus years of hands-on networking experience in a mission-critical production environment of 750+ servers using Microsoft Windows and Linux based technologies Knowledge and understanding of RADIUS Server/Authentication Experience with Cisco and Juniper firewalls desired, including hardware and software upgrades, migrations, rule additions, NATs, routing, and troubleshooting. Knowledge of load balancing technologies including installation, software upgrades, building VIP's, error handling, and L4 concepts. Experience with Netscaler desired and Radware App Director experience a plus Design/troubleshooting of spanning tree, routing protocols, IP network address subnetting and NATs Hands-on experience with enterprise-grade network monitoring systems and knowledge of Solarwinds platform a plus Experience using WAN technologies, circuit technologies like EPL, T1, and WAN routing protocols such as MPLS and BGP Ability to perform packet level analysis with network protocol analyzer software tools Experience using Internet and networking technologies such as DNS, DHCP, SMTP, SNMP, & NTP Expertise with QoS network prioritization desired Strong communication skills - oral and written Additional Information All your information will be kept confidential according to EEO guidelines.