Business Reengineering Consultant   As a Business Reengineering Consultant, you will be part of a team responsible for supporting the successful delivery of operational improvement initiatives. These initiatives are often referred to as Business Process Reengineering, Lean or Six Sigma projects. Our mission is to significantly reduce cost, cycle time and risk while improving the end-to-end customer and colleague experience. Your information gathering experience, problem solving skills and ability to become a trusted business partner will help shape the future of Plymouth Rock.   Essential Functions and Responsibilities: - Uses standard Lean, Six-Sigma and Reengineering tools & frameworks to formulate cogent problem statements, identify core issues, recommend innovative solutions, quantify opportunities and measure implementation results. - Facilitates current and future state end-to-end process mapping sessions that document operating models. The models will consider people, process, technology and policy. - Collects, analyzes and synthesizes qualitative and quantitative information using various tools. Identifies root causes and provides valued business insights that help guide teams. - Supports business partners with performance measurement. May assist in developing implementation plans, preparing for an implementation or monitoring implementation results. - Conducts research and benchmarking on operating model best practices and market trends to foster innovation and to provide new business insights. - As a team member, helps improve the team’s capabilities and operating model so that the team can deliver even greater value for its business partners. As an individual, continuously strives to improve oneself through a strong professional development program.   Qualifications and Education: - Education: A BS/BA is required. Candidates with an Industrial Engineering degree (or a science/engineering degree) and a Green Belt Certification are preferred. - Experience: - You have 2-3 years of experience in operational improvement with a track record of collaborating on cross-functional initiatives that have resulted in creating value. Experience in insurance and consulting is a plus. - You demonstrate knowledge in one or more operational improvement frameworks, methodologies or toolkits such as Lean, Six Sigma or Business Process Reengineering. - You have some familiarity with intelligent automation tools used to improve operations (e.g., RPA, OCR, ML, AI, etc.). Knowledge of UiPath is a plus. - You have experience in taking risks and learning from mistakes.   About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

Business Analyst   The Business Analyst possesses a strong working knowledge of a SDM (System Development Methodology) process and is able to analyze systems and processes within the Personal/Commercial insurance environment.  They develop detailed Functional Requirements and work directly with the development team to implement the requirements, system test with the development team, support QA team and User Acceptance testing and production deployments. They provide recommendations for enhancing system functionality and work flows to improve processes and identify and correct system issues.    Essential Functions and Responsibilities:   - Document functional requirements to include all information needed by the developers by translating business requirements into detailed system/IT requirements. Gather via interview, business requirement review and working sessions with business users the functional requirements needed.  Assist in the development of business solutions in accordance with System Development Methodology - Provide input to the Development team managers in the creation of project plans, estimates and schedules. - Assist the Project Manager in the preparation of the estimates needed for new systems or enhancements to existing systems. - Adhere to the project’s time line and keep the Project Manager apprised of status, issues and progress. - Work with business areas and QA team to prepare Use Cases and Test Cases, scheduling and facilitating walkthrough’s as needed. - Obtain final sign off of the functional requirements by the business. - Work with technical areas, Developers and QA to interpret Functional Requirements, scheduling and facilitating walk-throughs as needed. - Participate in the preparation of Test Plans and as needed participate in the execution of Systems Testing in conjunction with the QA Testing Team to ensure Test Cases cover all functionality described in the Business Requirements and Use Cases. - Triage and address systems Testing Results (as needed) to obtain Sign Off from the QA and UAT testing teams. - Assist the QA and Business Team during System testing and User Acceptance Testing (UAT) by answering any questions, reviewing test director defects and determining if it is a true defect, or whether a change control is needed before assigning to development team. Communicate and resolve questions from QA about functional requirements and AI system changes. - Prepare meeting agendas and minutes for Agency Interface hosted meetings. - Keep all deliverables updated as changes occur using standard documentation rules. - Develop reports and analyses using various query and/or other tools as needed. - Monitor quality of production systems and resolve production related issues during check out and Post Deployment (as needed). - Work with the Development Team in preparation of the Master Release Plan and post production testing. - Perform research and analysis activities regarding production system issues including, but not limited to: - - Investigate and recommend system, policy and or procedural improvements. - Perform systems analysis – understand and articulate full system flow processing for policy writing, billing, claims and financial systems. - Performs ad hoc research projects. - Research, coordinate and track problems to resolution. Qualifications & Education: - 5+ years of experience as a Business Analyst within the Property/Casualty insurance industry. - Bachelor's Degree. - Experience in Microsoft applications.  Knowledge of Full Story and Google Analytics is a plus.  - Ability to formulate a concept by documenting in systematic terms the needs/request of the business. - Ability to effectively communicate technical information (both verbal and written) to a non-technical audience. - Ability to successfully negotiate with all customers to obtain the most favorable outcome for all. - Experience identifying options for potential solutions and assessing them for both technical and business suitability. - Ability to create logical and innovative solutions to existing problems. - Evaluate all project and stakeholder characteristics before deciding on appropriate deliverables and producing a time estimate.  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 

In this position, you will supervise a team of Accelerated Property Damage Representatives in our downtown Boston office. You will also oversee our FNOL support staff and assist with a trainee’s transition from our Learning and Development team to Accelerated. This individual will be responsible for the oversight and monitoring of the team’s efforts to achieve assigned goals and objectives for production and quality. This individual should have a strong Property Damage background and have familiarity with our multi-state environment. You will interact with new hires to provide technical/system training, file instruction and advice to new employees on a daily basis. You will collaborate with our management team to address your team’s pending inventory, claim, and phone and mail volume.   Here is what you will do: - Provide exceptional customer service - Direct and control work of their unit and other areas assigned, in relation to automobile physical damage claims. - Conduct monthly Quality Audits to identify opportunities for improvement and recognition - Conduct regular team meetings as well as one on one development sessions - Monitor FNOL/ Phone Volume via CMS application - Monitor assignments and work flow to ensure timely service, efficiency and the quality of work product. - Address and resolve escalated complaints - Promote teamwork through effective leadership - Participate in Interviews - Provide daily, weekly and monthly excel reports for inventory, mail, phone and claim volume across your PD team - Train and develop staff to achieve and maintain high quality performance standards - Identify trends within your group where further development by you or training may be warranted - Monitor attendance and perform written performance appraisals - Expected to work well with and support their peers Here is what you will bring to the table: - A college degree from an accredited university or a combination of experience and education - A minimum of 3+ years of auto property experience - High degree of patience and positive personality - Be a good listener and exercise independent judgment - Be an independent thinker with strong critical thinking and problem solving skills - Able to work in a fast-paced environment with the ability to multi-task and prioritize assignments, based on their overall level of importance. - Strong verbal and written communication skills - In-depth knowledge of customer service techniques and processes. - Proficient with Microsoft Teams, Excel and Word a must - Lead special projects within the claims organization - Able at a moment’s notice pivot and manage an escalated situation or project/task Why work for us: - 4 weeks accrued paid time off + 9 paid national holidays per year - Remote work equipment - Tuition Reimbursement  - Low cost and excellent coverage health insurance options (medical, dental, vision) - Gym membership reimbursement - 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 - $3,000 one-time bonus payment on health insurance waiver 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”.

Principal UX Designer   We are seeking a talented and experienced Principal UX Designer to join our Digital Engagement Team and help drive constant improvement in our digital experiences.   The ideal candidate will be a visionary leader with a passion for user experience, capable of strategizing and designing for UX initiatives, mentoring team members, and advocating for user-centered design practices across the organization. If you are a “roll up your sleeves” style manager that thrives when leading by example, we want to hear from you!   Essential Functions and Responsibilities: - Lead and inspire our team by providing guidance, mentorship, and support to foster growth and excellence in UX design. - Design and optimize digital experiences, ensuring seamless and engaging interactions across various devices and platforms. - Utilize design thinking methodologies to ideate, prototype, and iterate on solutions that address user pain points and deliver value. - Leverage human-centered design principles throughout the organization, promoting a culture of empathy, creativity, and innovation. - Collaborate with cross-functional teams including product managers, developers, and stakeholders to translate business requirements into intuitive and impactful user experiences. - Simplify complex workflows and processes into intuitive customer journeys, enhancing usability and satisfaction. - Leverage AI-driven solutions to enhance user experiences and streamline processes, staying at the forefront of technological innovation in UX design. - Utilize a combination of analytical tools, project management experience, and time management skills to maintain a UX backlog and prioritize work effectively.    Qualifications and Education: - Bachelor’s degree in Design, Human-Computer Interaction, or related field. - Experience successfully managing UX designers with a strong portfolio showcasing successful projects and UI designs for both mobile app and web experiences. - Expert in design thinking methodologies and user-centered design principles, with a deep understanding of UX best practices. - Proficiency in conducting user research, usability testing, and competitive insights to inform design decisions. - Strong leadership and communication skills, with the ability to inspire and collaborate effectively with cross-functional teams. - Excellent problem-solving skills and a passion for creating intuitive and impactful user experiences. - Experience designing solutions that leverage AI technologies, including chat bot implementations. - Familiarity with agile development methodologies is preferred. - Previous insurance industry experience is a plus.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

Plymouth Rock is seeking an analytically minded and entrepreneurial Marketing Technology & Operations Manager to join our rapidly growing Direct Response Auto Insurance business. This role will take on the responsibility for enabling our marketing technology strategy execution across all digital paid media and brand building activities. An ideal candidate has a strong background in executing marketing campaigns, enhancing tracking and reporting capabilities, and driving KPI improvement to maximize marketing technology efficiency and utilization. If you are a driven and creative digital marketing professional with the desire to be challenged in a fast-growing, entrepreneurial environment, we want to hear from you!  Essential Functions and Responsibilities - Manage the technology, tracking processes and best practices to enable marketing campaigns, and ability to optimize for efficient customer acquisition. - Lead day-to-day ad operations to support digital media and marketing campaigns, including ad trafficking for email, paid digital advertising and call tracking. - Collect, organize and interpret marketing data to provide actionable insights and build reporting to track marketing technology health and efficiency. - Partner with Media, Brand & Analytics teams to develop and execute strategies to optimize digital campaign performance, lead management, lead segmentation and data flow. - Drive innovation in our marketing technology stack, by rationalizing technology to close gaps, reduce costs, mitigate risk, and enable scalability. - Manage and track spend for all marketing technology initiatives, including annual budgeting and re-forecasting responsibilities. - Conduct monthly meetings with senior management to report on status of the planning, spend, prioritization, and impact of ongoing marketing technology efforts. - Act as subject matter expert with business stakeholders on technical processes and solution approaches. Qualifications and Education - Bachelor’s degree required; MBA preferred - 6+ years of digital marketing technology management experience; financial services/insurance experience is preferred - 3+ years of marketing operations experience - Proven track record of successful digital marketing management using strong analytical, creative and problem-solving skills - Strong project management and prioritization skills, ability to create order and drive execution - Prior experience setting up and optimizing digital campaign tracking, ad serving and tagging; preferably with Tealium iQ, Google Tag Manager, Google Campaign Manager 360, and Google Analytics - Motivated self-starter who has an entrepreneurial spiritAbility to acts as a leader on a cross-functional team 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”.  

Position Overview: Plymouth Rock Assurance is looking for an Accounts Payable Supervisor to provide strong leadership to our accounting operations division, produce quality work and consistently meet deadlines to ensure that the department runs smoothly. In addition, this person will be responsible for many essential functions relating to the day to day as well as the monthly, quarterly and annual accounting processes of the firm.   Job Responsibilities: - Directly manage a team of accounting professionals including attracting, developing, and retaining talent. - Responsible for outgoing cash for the Enterprise, including our flagship insurance carriers, management companies and related affiliates: - Oversee the proper setup of all payees, ensuring proper documentation for tax purposes. - Ensure timely and accurate payment of vendor and agent invoices using Workday Financials - Perform reconciliation, payment, and dispute resolution with suppliers. - Oversee daily/monthly accounts payable functions including employee reimbursements and agent commission payments. - Continue to advance our digital payments initiatives. - Lead Administration for SAP Concur Expense, Concur Travel program, and Enterprise Corporate AMEX Programs. - Assist in the preparation of supporting documents, correspondence, and responses to any inquiries for internal and external audits. - Prepare Annual 1099 processing and annual filings including B-Notice processes and related IRS response/communications in addition to quarterly and annual sales and use tax filings. - Provide excellent customer service to internal and external business partners, enabled through effective communications and timely delivery of tasks. - Lead with a growth mindset to automate and streamline internal processes; drive continuous improvement efforts and deliver efficiencies by reducing/eliminating manual work. - Effectively drive a culture of collaboration, accountability, and internal/external customer service.     Qualifications: - Bachelor’s degree in accounting or related field. - 4-6+ years of experience managing accounts payable professionals highly preferred. - Experience with Workday Financials a plus. - Experience with Concur Expense and Travel a plus. - Self-motivated with the ability to work independently. - Continued commitment to team building. - Ability to manage and prioritize multiple projects. - Ability to identify, analyze and resolve complex issues. - Accountable and committed to team goals. - Excellent Microsoft Excel skills.     About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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 approximately 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.

Data Science Engineer   We are seeking a talented Data Science Engineer to join our team and contribute to the development and implementation of advanced data solutions using technologies such as AWS Glue, Python, Spark, Snowflake Data Lake, S3, SageMaker, and machine learning (M/L).   As a Data Science Engineer, you will play a crucial role in designing, building, and optimizing data pipelines, machine learning models, and analytics solutions. You will work closely with cross-functional teams to extract actionable insights from data and drive business outcomes.   Essential Functions and Responsibilities: - Develop and maintain ETL pipelines using AWS Glue for data ingestion, transformation, and integration from various sources. - Utilize Python and Spark for data preprocessing, feature engineering, and model development. - Design and implement data lake architecture using Snowflake Data Lake, Snowflake data warehouse and S3 for scalable and efficient storage and processing of structured and unstructured data. - Leverage SageMaker for model training, evaluation, deployment, and monitoring in production environments. - Collaborate with data scientists, analysts, and business stakeholders to understand requirements, develop predictive models, and generate actionable insights. - Conduct exploratory data analysis (EDA) and data visualization to communicate findings and trends effectively. - Stay updated with advancements in machine learning algorithms, techniques, and best practices to enhance model performance and accuracy. - Ensure data quality, integrity, and security throughout the data lifecycle by implementing robust data governance and compliance measures.   Qualifications and Education: - Bachelor's degree or higher in Computer Science, Data Science, Statistics, or related field. - Proficiency in AWS services such as Glue, S3, SageMaker, and Snowflake Data Lake with 5-6 years of experience. - Strong programming skills in Python for data manipulation, analysis, and modeling. - Experience with distributed computing frameworks like Spark for big data processing. - Knowledge of machine learning concepts, algorithms, and tools for regression, classification, clustering, and recommendation systems. - Familiarity with data visualization tools with Tableau for creating meaningful visualizations. - Excellent problem-solving, analytical thinking, and communication skills. - Ability to work collaboratively in a team environment and manage multiple priorities effectively. - Experience deploying machine-learning models in production environments and monitoring their performance. - Knowledge of MLOps practices, model versioning, and automated model deployment pipelines. - Familiarity with SQL, NoSQL databases, and data warehousing concepts. - Strong understanding of cloud computing principles and architectures. - Certifications in AWS, Python, Spark, or related technologies.   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

The Project Manager will support the vision, develop, iterate, and lead strategies that support the needs of IA Customer Solution and its customers and employees. The Manager will act as a sponsor, business lead, owner and oversee implementation of training, quality and mentoring programs that support the employee development lifecycle. They will on occasion support user acceptance testing in support of critical technical implementations.   Here is what you will do: - The team is responsible for creating and overseeing the organization’s learning and development process, reviewing, innovating, and quantifying its success. - Individual will partner with the Head of Learning & Development building the appropriate infrastructure to support, sustain, mentor, and enhance the organization’s current learning environment. - Lead the creation and oversight of training content, training delivery, digital library and knowledge management hub. - Develop and coach a multi-functional team through observation, regular feedback, and coaching conversations to improve content design, training effectiveness metrics, and quality assurance results. - Develop, implement and lead quality assurance programs across the Customer Solutions organization to ensure service standards are being adhered to and exceeded. - Support the implementation of Enterprise Voice Analytics platform including tuning, employee scorecards, uncovering sentiment trends and opportunities to improve first call resolution. - Lead mentor programs focusing on employee development and engagement and measurable outcomes. - Identify key performance metrics and work with analytics team to develop reporting to track metrics of training and mentoring activities. - Responsible for the maintenance and execution of the Organization Business Continuity Plan. - Act as the “voice of the agent and customer” in designing and implementing initiatives to promote ease of use, profitability and retention, and efficiency. - Continually research, obtain and respond to input and feedback to improve agent and policyholder service experience.   Here is what you will bring to the table: - 3 or more years of leadership experience, preferably teams of 4+ with varying roles - Familiarity with adult learning principles, instructional design best practices, blended learning - Strong technical skills including Excel and Tableau - Ability to develop and maintain effective working relationships with all levels of the organization - Excellent written and verbal communication skills - Project management skills (planning, oversight, execution, and project controls) - Learning & Developed experience a plus   - Bachelor’s degree is required   Why work for us: - 4 weeks accrued paid time off + 9 paid national holidays per year - Remote work equipment - Tuition Reimbursement  - Low cost and excellent coverage health insurance options (medical, dental, vision) - Gym membership reimbursement - 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 - $3,000 one-time bonus payment on health insurance waiver About the Company   The Plymouth Rock Company and its affiliated group of companies write and manage over $1.8 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”.

The Plymouth Rock group of companies write and manage more than $2 billion in property and casualty insurance across Connecticut, Massachusetts, New Hampshire, New Jersey, New York and Pennsylvania, where we have built an unparalleled reputation for service. We continuously invest in our employees and thrive in our empowering environment, and our customers are among the most loyal in the industry. As we grow, we continue to seek out passionate, driven professionals who share our values – people looking to bring their insight and abilities to an organization that appreciates intelligence, integrity, and the pursuit of excellence.   The Expertise We Seek We seek to add an experienced attorney to our in-house legal team who will work directly with our General Counsel and Deputy General Counsel and provide counsel and advice to our various business units on a variety of matters, including insurance and regulatory requirements, vendor management, corporate governance, employee relations, marketing, transactional and other operational issues.     The successful candidate will demonstrate an ability to achieve a full understanding of our business and operational strategies to ensure sound legal counsel and advice in all matters affecting our business affairs and legal and regulatory compliance.  We seek an individual who possesses exceptional judgment and an ability to analyze quickly complex legal and business issues in a wide variety of substantive areas.  The mandate is to deliver solutions-oriented counsel while identifying and mitigating risks.    Here is what you will do: - Evaluate legal implications of business objectives and provide counsel to determine best approaches to achieve desired strategic goals - Participate in cross-functional working teams in the development of products and services - Review and negotiate business/vendor contracts, including licensing agreements - Monitor and research pending legislation and regulation related to the companies’ business needs - Review and advise on marketing materials - Assist in analysis, negotiation, and implementation of acquisitions and other corporate transactions - Manage and update various company policies and provide ongoing employee training - Effectively communicate and collaborate with internal clients, as well as the General Counsel, Deputy General Counsel and other legal department attorneys Here is what you will bring to the table: - The ideal candidate will possess 7 or more years of litigation, insurance, regulatory or corporate experience in a dynamic in-house legal setting, a major law firm or regulatory agency - Proven capability to approach and successfully navigate complex situations; persuading others to take actions in a diplomatic and respectful manner - Excellent analytical, advocacy, and interpersonal skills, as well as the ability to advise and influence senior executives and professionals from diverse businesses. - Superior writing and oral communication skills and ability to research and interpret complex regulations - Willingness to work hard and balance a variety of assignments associated with a small legal department - Demonstrates ownership, independence, and self-motivation to bring assignments to a successful conclusion - Highest level of integrity and ethics, both professional and personal - Juris Doctor degree - Admitted to the practice of law in Massachusetts or other jurisdiction in the company’s footprint Why work for us: - 4 weeks accrued paid time off + 9 paid national holidays per year - Remote work equipment - Tuition Reimbursement  - Low cost and excellent coverage health insurance options (medical, dental, vision) - Gym membership reimbursement - 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 - $3,000 one-time bonus payment on health insurance waiver 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  

Solution Architect, RPA   We are seeking an experienced Solution Architect to join our team. As a Solution Architect, you will play a crucial role in designing, implementing, and maintaining cutting-edge solutions. You will need to have expertise in Java, J2EE, Spring, Angular, AWS, and Kubernetes. Experience with RPA and UiPath is preferred but not required.   Essential Functions and Responsibilities: - Collaborate with application development teams to understand business requirements and design innovative solutions using UiPath, Java, J2EE, Spring, Angular, AWS, serverless lambda. - Develop architectural designs and provide technical guidance throughout the software development lifecycle. - Implement best practices and standards for software development, ensuring scalability, security, and performance of solutions. - Analyze and improve the technical architecture of processes before automation. - Work with the Business Analyst and the Automation Developers to sign off on the business automation and technical requirements. - Design automation solutions using UiPath and other relevant technologies and document them in the relevant documents (e.g., Solution Design Document). - Oversee the development of the automation projects and components according to the solution design and requirements. - Oversee the testing, deployment, hypercare, and monitoring stages. - Conduct code reviews and ensure adherence to coding standards and architectural principles. - Work closely with cross-functional teams including developers, testers, and project managers to deliver high-quality solutions on time and within budget. - Stay updated with the latest trends and advancements in technology, recommending new tools and frameworks to improve efficiency and productivity. - Provide technical leadership and mentorship to junior team members, fostering a culture of continuous learning and growth. - Research, analyze, design, propose, and deliver solutions aligned with business and technology strategies. - Conceive solutions, build consensus, and execute hands-on development tasks when necessary. - Participate in all aspects of the project life cycle, from kickoff through requirement analysis, design, and implementation. - Participate in multiple project teams, contributing value through technology, solution design, quality reviews, and adherence to guidelines. - Focus on strategies for creating value across products, distribution channels, agency interfaces, and customer interfaces. - Collaborate with the Chief Architect to research industry trends and directions, recommending new methodologies, technologies, and platforms. - Support the selection of tools and components for IT projects, providing input on options, risks, cost vs. benefits, and impacts on processes. - Analyze the current architecture to identify weaknesses and opportunities for improvements, such as capacity expansion, predictability, cost reduction, and increased effectiveness.   Qualifications and Education: - Bachelor's degree in Computer Science, Engineering, or related field; Master's degree is a plus. - Proven experience as a Solution Architect or similar role, with a strong background in Java, J2EE, Spring, Angular, AWS, serverless lambda, and RPA (UiPath). - In-depth knowledge of software design principles, patterns, and best practices. - Hands-on experience with cloud computing platforms such as AWS (Amazon Web Services) including serverless lambda functions. - Experience in designing and implementing RPA solutions using UiPath or similar tools. - Strong understanding of microservices architecture, RESTful APIs, and containerization technologies. - Excellent communication and interpersonal skills, with the ability to effectively collaborate with clients and internal teams. - Certifications in relevant technologies (e.g., AWS Certified Solutions Architect, UiPath RPA Developer) are a plus. - Strong problem-solving skills and the ability to think strategically to address complex technical challenges. - 5 to 7 years of experience in technology architecture (10-15 years in the technology field). - Strong J2EE, Spring, Spring Boot, and SOA experience required. - Property & Casualty experience is a plus. - Application integration experience is necessary. - EAP, WebSphere, and Tomcat experience. - Knowledge of the Drools rules engine. - Policy, Claims, and billing experience is beneficial. - Publishing Systems experience is an advantage. - Must be a self-starter and able to work independently with minimal supervision. - Analytical and problem-solving abilities, with keen attention to detail. - Good understanding of security standards. - Experience with Database Architecture is a plus. - Familiarity with web content management, document management, and collaboration tools. - Significant business knowledge and expertise in areas such as network, security, applications and systems software, data, and the Internet.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $1.8 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  

Marketing Automation Manager   We are seeking an experienced Marketing Automation Manager that will be the Technical Owner and Digital Product Manager for our Salesforce Marketing Cloud implementation. This is a critical, strategic role that is responsible for the roadmap, development, and execution of digital communications that will enhance customer engagement and improve core KPIs. The ideal candidate will possess a unique blend of technical expertise, strategic vision, and a passion for delivering exceptional digital experience.   Essential Functions and Responsibilities:   Technical Ownership: - Own the administration, management, development, and deployment for all Salesforce Marketing Cloud initiatives. - Accountable for all technical functions, including data architecture, configuration, customization, integration with other systems, and ongoing platform optimization. - Manage audit and process control reporting within Marketing to ensure all functions are performed as expected. - Ensure compliance with digital communication regulations, including CAN-SPAM and TCPA regulations.   Strategic Leadership: - Serve as the Digital Product Manager for Salesforce Marketing Cloud by managing our product vision, strategy, backlog, and roadmap and ensuring alignment with business goals to achieve expected outcomes. - Maintain responsibility for key performance indicators to monitor the performance of campaigns.   Management and Collaboration: - Directly manage and mentor two direct reports supporting Salesforce Marketing Cloud initiatives, a Salesforce Marketing Cloud Developer and Email Marketing Specialist. - Work closely with business and IT stakeholders to ensure digital engagement initiatives are in alignment with overall business objectives.   Campaign Execution: - Leverage Journey Builder, Mobile Studio, and Cloud Pages to design and execute a series of complex email, SMS, and mobile push communication campaigns, leveraging data-driven insights to ensure maximum engagement and conversion rates. - Conduct A/B tests to measure effectiveness and continually optimize content, subject lines, and send times using Einstein and other available tools.   Analytics and Reporting: - Create and maintain dashboards and reports to track KPIs related to all campaigns and platform performance. - Use root cause analysis to identify opportunities to improve our KPIs.   Innovation: - Stay updated on industry best practices and latest trends to seek constant improvement.   Qualifications and Education: - Minimum 5+ years’ experience managing an implementation of Salesforce Marketing Cloud/Exact Target. - Bachelor's degree in Computer Science, Information Technology, Marketing, or related field is required. - Expert level understanding of digital communication best practices, A/B testing, and marketing automation strategies. - Advanced proficiency in SQL, AMPscript, SSJS, and API integrations. - Excellent problem-solving and communication skills. - Ability to work collaboratively with cross-functional teams and provide technical guidance to non-technical stakeholders. - Strong project management skills and the ability to meet deadlines in a fast-paced environment. - Salesforce Marketing Cloud Certifications and experience working with Salesforce Data Cloud are a plus.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

Director of Infrastructure   In this position, you will lead several teams responsible for the design, engineering, operational support, and strategic modernization of the compute services that serve as the foundation for all of the firm’s hybrid cloud infrastructure.   The ideal candidate will have experience building infrastructure as a service using OpenStack and hybrid cloud solutions and be able to collaborate closely with engineering organizations to modernize the way we provision and manage infrastructure services. This person will be familiar with open-source technology, infrastructure as code, and building solutions to meet the needs of their customers.   Essential Functions and Responsibilities: - Brings current IT knowledge, future vision, leadership and management abilities, process design skills and business expertise to transform the Infrastructure and Operations function in on premise and a hybrid cloud environment (AWS, IAAS, PAAS, SAAS, AZURE, GCP). - Works closely with the management team and other key business decision-makers in identifying and implementing cost-effective IT infrastructure technology solutions for all aspects of the business inclusive of infrastructure, software, hardware, networks, security that enhance mission critical operations of the IT department for Plymouth Rock companies. - In charge of business continuity and disaster recovery within the organization as well as the recommendation and implementation of new investments within the technology infrastructure ensuring proper configuration, implementation, maintenance, and monitoring, sites/software, servers, data and data encryption, and internet connections. - Leads the process and team members in the analysis, enhancement, and tailoring of current practices and existing systems in order to increase operating efficiencies as well as reduce and cut costs within the business. Also, establish security architecture and implements procedures and controls that ensure that information and data are secure and in compliance with the security and storage regulations of the business. - Builds a collaborative culture within the department and partners with various departments within the organization to gather feedback and develop insights that will lead to the improvement of IT services. - Participate as an integral member of the IT management team responsible for defining and implementing software technology strategy, CapEx and OpEx plans and continuous improvement objectives. - In this capacity, the role also plays a mentorship role to key IT Teams, promoting their professional growth. - Introduces innovative, differentiating infrastructure and operations capabilities that enhance our overall competitive capabilities and enhance employees' productivity. - Works with the IT leadership team on the service portfolio and governance required to prioritize resources, including budget. - Builds successful stakeholder relationships with other IT and business leaders by developing a clear understanding of business needs, acting as a trusted advisor, and ensuring cost-effective delivery of IT services to meet those needs. - Collaborates with the Corporate Security Team to ensure IT Operations and Security embrace and apply security strategy. - Establishes service level objectives for IT Operations and Security and ensures they are communicated, executed and met. - Ensure the resilience, performance, and availability of our Tier 0/Tier 1 systems, which may require off-hours support during incidents   Qualifications and Education: - 8+ years of experience managing infrastructure engineering teams. - Strong technical understanding of public/private cloud platforms and services (AWS, Azure, GCP). - Experience with Virtualization technologies, such as VMWare. - Experience with JBoss, AIX, WebSphere, Kubernetes, MS Windows, Active Directory (AD), AWS RDS, MySQL, non-relational DBs; DocDB, DynamoDB, Redis, Replication strategies such as AWS DMS and SQL replication. - Knowledge of storage and storage platforms such as; Dell, AWS S3, EFS, AWS FSXn (NetApp), Celerra Replicator, and Dell RecoverPoint. - Strong technical understanding of application, network, & cloud security services. - Strong understanding and experience with CI/CD and Infrastructure as Code concepts. - Strong critical thinking, decision making, and problem-solving skills.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

About Us: Encharter Insurance, headquartered in the vibrant community of Amherst, Massachusetts, is on an exciting growth trajectory. We're dedicated to nurturing the professional development of our team members. With a second office in Lexington, we're proud to be a leading community agency. Our extensive network of premier insurance companies enables us to tailor solutions that perfectly match the diverse needs of our clients. Join our dynamic team and seize the opportunity to excel in a positive and supportive work environment. We reward dedication and achievement with a competitive salary, a performance-based incentive structure, a 401K plan, and a comprehensive benefits package.   Job Overview: As a Commercial Lines Account Executive, you'll be at the forefront of our client-centric approach, delivering impeccable service that includes annual renewals, cross-selling, up-selling, daily service needs, and fostering strong relationships with both Encharter customers and our esteemed insurance company partners.   Essential Duties and Responsibilities: - Quote all commercial lines coverages for new and existing customers efficiently. - Conduct thorough reviews of coverages on existing accounts, recommending changes when appropriate. - Provide prompt, accurate, and courteous service, upholding our commitment to exceptional client experiences. - Maintain comprehensive product knowledge for all lines of business and products written. - Engage in other responsibilities as assigned, contributing to the overall success of the team. Requirements & Experience: - Possession of a Massachusetts Property and Casualty Producer License. - A minimum of two years of proven Commercial Lines account management experience. - In-depth knowledge of all Commercial Lines products, with a focus on servicing and placing Excess & Surplus lines business. - Familiarity with commercial insurance markets, products, and marketing practices. - Exceptional attention to detail and meticulous documentation of customer interactions. - Proficiency in AMS360 is a plus. - Strong verbal, written, and analytical skills. - Demonstrated ability to manage multiple tasks within varying time constraints. - Team player mentality with a commitment to contributing positively in a collaborative environment. Embark on a Fulfilling Career with Encharter Insurance: Join us in shaping the future of insurance services in Amherst, Massachusetts, and beyond. Your dedication and expertise will be recognized and rewarded. Apply now to be part of our dynamic and growing team!

The Total Loss Unit within our Claims Organization is responsible for identifying, negotiating and settling total losses with both insureds and claimants.  The Total Loss Claim Representative processes payments and is responsible for the documentation of assigned claims as well as coordinate disposition of the total loss salvage vehicle.  He/she is responsible for controlling total loss expenses and salvage recoveries on all total losses assigned.   Perks:  - 4 weeks accrued paid time off + 9 paid national holidays per year - Robust wellness & health and fitness reimbursement programs - 401(k) bonus program - Tuition reimbursement - Auto and home insurance discounts - Volunteer opportunities - 2:1 donation matching program - Company-paid life and disability insurance plans - Optional medical, dental, vision, legal, pet insurance, FSA and identity theft protection plans   Responsibilities: - Negotiates and communicates all total loss and diminished value settlements per company and state guidelines. Multi jurisdictions, including MA, NH, CT, NY, and others as required - Understands the total loss evaluation methodology processes with the ability to effectively communicate these to vehicle owners. - Has a basic understanding of vehicle financing / leasing. - Reviews damage estimates to confirm vehicles are total losses. - Documents all settlements and actions in the claim file system. - Works directly with salvage vendor to move vehicles and obtains salvage bids where necessary - Negotiates and settles claims within his/her individual authority. Submits claims for approval to supervisor when over his/her authority or for guidance, review and/or referral when appropriate. - Escalates claims to supervisor that are not moving in a positive direction. - Maintains an effective diary system on pending files. Prioritize and handle multiple tasks simultaneously. - Quickly adjusts to fluctuating workload and responsibilities. - Keeps involved parties and agents updated on the status of the claim and emerging issues. - Ensures that service, loss and expense control are maintained at all times. - Adheres to privacy guidelines, law and regulations pertaining to claims handling. - Prepares payments to vehicle owners, banks and lease companies. - This role will report in person to our Boston office, located directly across from South Station.  Knowledge/Skills: - Property and casualty claims handling experience desired - 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 Educational Requirements: - Bachelor's degree from four-year college or university or commensurate work experience preferred - Previous auto claims handling - State Adjusting licenses or the ability to obtain them within 6 months of employment 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 2,000 people and is headquartered in Boston, Massachusetts. Plymouth Rock Assurance Corporation holds an A.M. Best rating of “A-/Excellent”.

Claims Representative, Bodily Injury Join Our Dynamic Claims Team at Plymouth Rock Assurance! Are you an experienced professional in auto claims handling with a focus on bodily injury losses? Plymouth Rock Assurance is seeking a dedicated individual to fill the role of Claims Representative, Bodily Injury. This position involves managing a pending queue of automobile bodily injury losses, ranging from minor to high severity. The ideal candidate will possess a keen understanding of comparative negligence, state and federal regulatory laws, and will excel in investigating, evaluating, and negotiating all facets of automobile claims. Duties and Responsibilities: - Investigate motor vehicle accidents to ascertain coverage and liability for a range of severity levels, from minor to high severity, including uninsured and underinsured motorists claims. - Conduct thorough interviews with customers, claimants, and witnesses to determine the circumstances surrounding each loss. - Maintain accurate reserves and ensure timely reserve adjustments. - Diligently manage loss adjustment expenses. - Communicate effectively with policyholders, agents, underwriters, reinsurers, and claims management. - Complete comprehensive large loss reports as required. - Retain expert vendors when necessary to aid in the investigation and evaluation of each claim. - Adhere to best practices and litigation management guidelines. - Demonstrate excellent problem-solving, negotiation, organizational, and prioritization skills. Job Requirements: - A college degree from an accredited university or a combination of experience and education. - A minimum of three years of auto claims handling experience. - Adjusters license preferred. - Insurance designations (CPCU, AIC, SCLA, etc.) are a plus. - Ability to thrive in a fast-paced environment, multitasking, and prioritizing assignments based on their overall importance. - Strong verbal and written communication skills. - Litigation experience is preferred. 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 Auto Damage Appraiser/Crashbuster is responsible for preparing physical damage estimates on vehicles where a claim has been submitted for first or third party damages in the Gloucester, MA area. The candidate will be required to provide a high level of customer service while utilizing measures to control severities. Essential Functions and Responsibilities: - Survey damages, prepare estimates and negotiate settlements.  Settlements include partial and total losses within their established authority level. - Issue drafts to the appropriate parties. - Document the claim file as necessary. - Complete re-inspections and supplements in a timely manner complying with all state regulations. - Liaison to Body Shops in our GRP network.   - Comply with all production standards and estimating guidelines - Ensure that service, expense control and public relations are maintained at all times. - Complete reports on recovered theft and fire assignments. - Participate in team meetings - Participate in catastrophic claim handling when requested. This may include overnight travel for extended periods of time. - Adhere to privacy guidelines and MA Fair Claims Practices Act. Qualifications and Education:    - Assigned Territory – Gloucester, MA area - Must have a valid Massachusetts Auto Damage Appraiser License - Must have valid driver’s license and favorable driving record. - A minimum of 1-3 years of auto claims appraisal experience. - Adverse conditions are encountered while inspecting vehicles. Candidate must be able to work outside in inclement weather and drive long distances. - Comfortable completing inspections of damaged vehicles including but not limited to crawling under and around vehicles, inspecting vehicles in tight quarters at body shops and salvage yards, etc. - Must be willing to participate in catastrophe claim handling when requested. This may include traveling to other locations, extended and weekend hours, and up to a three week stay away from home. - Must have a strong mechanical aptitude. - Body shop experience a plus but not required. - Must be organized and possess the ability to work independently with limited supervision. - Must possess solid communication and negotiation skills   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  

Director, Cloud Migration   Plymouth Rock Assurance is seeking an experienced and visionary Director of Cloud Migration to lead our dynamic team in a major AWS migration initiative. The successful candidate will be instrumental in shaping and executing our cloud strategy, ensuring the seamless transition of our IT infrastructure to AWS. This role requires a proven track record in cloud engineering, strong leadership skills, and expertise in AWS services and best practices.   Essential Functions and Responsibilities: - Drive the planning, design, and implementation of our AWS migration strategy, collaborating with stakeholders to align with business goals. - Manage and lead a team of skilled cloud architects, cloud engineers and DevOps engineers, providing guidance, mentorship, and support to ensure the successful delivery of cloud solutions. - Utilize best practices and methodologies to implement AWS foundation architecture including Control Tower and Landing Zones. - Implement effective Infrastructure as Code (IaC) strategies and standards for provisioning and managing AWS resources. - Lead and contribute to the design and implementation of DevOps practices. - Oversee the development and implementation of automation scripts for deployment, configuration, and orchestration of AWS infrastructure. - Lead implementation of CI/CD pipelines for automated software delivery. - Establish and enforce security measures to ensure the integrity and confidentiality of data, and compliance with industry standards and regulations. - Collaborate with cross-functional teams, including operations, development, and other stakeholders, to plan and implement migration of applications to AWS. - Monitor and optimize AWS infrastructure for performance, scalability, and cost-effectiveness. - Document migration processes, best practices, and configurations to ensure knowledge transfer and continuity. - Conduct training sessions and foster continuous improvement within the cloud engineering team. - Provide detailed and transparent reports on the progress of the AWS migration initiative, communicating key metrics, challenges, and risks to stakeholders.   Qualifications and Education: - Bachelor's or Master's degree in Computer Science or a related field. - 8+ years of professional experience in cloud engineering, with a focus on AWS. - Proven experience leading cloud engineering and DevOps teams, with a minimum of 5 years in a leadership role. - Expertise in AWS services, particularly in migration projects. - Expertise in implementing AWS foundation architecture. - Strong understanding of IaC, automation, and scripting tools for AWS (e.g., Terraform, AWS CloudFormation). - Experience with security best practices and compliance in AWS environments. - Excellent problem-solving and troubleshooting skills. - Effective leadership and communication skills to collaborate with cross-functional teams.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

In this role you will be handling the field adjustment and management of homeowners property claims in Massachusetts, specifically the South Shore.    Here is what you will do: - Conducting accurate coverage analysis and damage assessments to ensure prompt payment of claims in accordance with quality standards  - Proactive communication, and setting accurate claims length expectations  - Writing estimates for covered damage, provide customers scope of loss and cost of repairs  - Assign, direct and oversee vendors conducting mitigation and/or inspection during the adjustment of homeowners' property claim  - Identify subrogation potential and liability exposures  - Establish timely and appropriate claim reserves in accordance with claim standards  - Adjusting homeowner’s property claims in all states in which Plymouth Rock writes business.  - Appropriately represent the company by executing a high level of service and maintaining professionalism at all times   Here is what you will bring to the table: - Excellent oral and written communications skills  - 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 -3 years overall work experience preferred  - Have obtained/working towards a college degree or equivalent work experience - Ability to obtain licensure in applicable states if required and complete CE credit/classes where necessary   - Ability to carry up to 25lbs and conduct roof inspections on homes <2 stories  - Valid Driver’s License and proficient driving record  - Bachelor’s Degree from an accredited four-year college or university is preferred Why work for us: - 4 weeks accrued paid time off + 9 paid national holidays per year - Remote work equipment - Tuition Reimbursement  - Low cost and excellent coverage health insurance options (medical, dental, vision) - Gym membership reimbursement - 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 - $3,000 one-time bonus payment on health insurance waiver Compensation Range: $60,000 - $80,000    About the Company The Plymouth Rock Company and its affiliated group of companies write and manage over $1.8 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-SM1

Senior Security Engineer     The Senior Security Engineer that will serve as a technical thought leader and hands-on senior contributor in the ongoing enhancement and monitoring of our Security Program for both AWS Cloud and on-prem.  This individual will be responsible for installing and managing software security tools, analyzing metrics, and documenting any security issues discovered.   Essential Functions and Responsibilities: - Contributes to the development and maintenance of the information security strategy - Implement, manage, and monitor security and auditing platforms including evaluation and deployment of new tools and techniques to better secure Plymouth Rock’s infrastructure. - Research, design, and advocate new technologies, architectures, and security products - Assist in the creation, maintenance, and execution of the security roadmap. - Serve as the main point of contact with outside Managed Security Service Providers to ensure services are delivered effectively. - Coordinate and perform security-related awareness campaigns and educational exercises. - Investigate security incidents and other cyber security events. - Apply security principles to networking, windows and desktop platforms, firewalls, IPS/IDS devices and SIEM technologies. - Fix detected vulnerabilities. - Create and execute remediation plans for identified security threats to maintain a high-security standard. - Research security enhancements and make recommendations. - Stay up to date on information technology trends, news, and security standards.   Qualifications and Education: - Bachelor’s degree in an Information Technology related major - SSCP, CompTIA Security+ or CISM preferred - 5+ years of combined experience working in information technology and/or security - Experience with information security in Cloud computing and SaaS/IaaS/PaaS models. - Solid knowledge with AWS cloud security tools – Guard Duty, CloudTrail, Security Hub et al. - Solid knowledge securing assets in AWS. - Experience with implementing WAFs, Botnet protection and OWASP top 10 best practices - Familiarity with microservice architectures and cloud-native technologies - Ability to meaningfully participate in code reviews and provide security guidance to software development teams. - Familiarity with Continuous Integration and Continuous Delivery pipelines (CI/CD) - Familiarity with product lines such as Veracode, Jenkins, Chef, Puppet - Extensive experience configuring, deploying, and managing next gen endpoint protections, endpoint detection/response, secure web gateways and application firewalls - Extensive knowledge of information technology operations, responsibilities, procedures to ensure adherence by all staff and make incremental improvements as needed - Expert knowledge of and experience with application infrastructure components such as Windows Server, Active Directory, Group policy, SQL Server, IIS, VMWare and Tomcat. - Experience with DLP, anti-virus and anti-malware. - In-depth understanding of TCP /IP, computer networking, routing and switching. - Solid experience with firewall and intrusion detection/prevention protocols. - Experience with Network protocols and packet analysis tools. - Experience with Security Information and Event Management (SIEM). - Understanding of IDS / IPS, penetration and vulnerability testing. - Ability to identify and mitigate vulnerabilities and explain how to avoid them.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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

Supervisor, Database Administration   We are seeking a highly skilled and experienced Supervisor of Database Administration to oversee and manage our organization's database infrastructure. The successful candidate will be responsible for the overall management, performance, and security of our databases. They will lead a team of database administrators and collaborate with other IT teams to ensure smooth operations and optimal utilization of our database systems. The Supervisor of Database Administration will also play a critical role in strategic planning, capacity planning, and implementing best practices for database management.   Essential Functions and Responsibilities: - Lead and manage a team of database administrators, providing guidance, coaching, and support to ensure their professional growth and development. - Perform regular database maintenance tasks, including monitoring database performance, optimizing database configurations, and implementing backup and recovery procedures. - Collaborate with other IT teams to ensure proper integration of databases with other systems and applications. - Develop and implement database security policies and procedures to protect sensitive data and ensure compliance with industry regulations (e.g., PCI & PII). - Oversee the design, development, and implementation of database structures, ensuring efficient storage, retrieval, and processing of data. - Conduct regular database performance tuning and optimization activities to ensure optimal system performance. - Plan and execute database upgrades, patches, and migrations, minimizing downtime and ensuring data integrity. - Develop and maintain documentation related to database administration processes, procedures, and configurations. - Monitor database usage trends and forecast future database needs, collaborating with stakeholders to plan for database capacity and scalability. - Stay updated with emerging trends, technologies, and best practices in database administration and recommend innovative solutions to improve system efficiency and performance.   Qualifications and Education: - Proven experience as a Supervisor or Team Lead in Database Administration. - In-depth knowledge of relational database management systems (e.g., Oracle, SQL Server, MySQL, AWS RDS) and their underlying architecture. - Strong understanding of database design principles and best practices. - Proficient in database performance tuning and optimization techniques. - Hands-on experience with database backup and recovery procedures. - Familiarity with database security concepts and implementation methods. - Excellent problem-solving and troubleshooting skills, with the ability to diagnose and resolve database-related issues quickly. - Strong leadership and team management skills, with the ability to motivate and inspire a team of database administrators. - Excellent communication and collaboration skills to work effectively with cross-functional teams and stakeholders. - Good project management skills and the ability to handle multiple tasks and priorities in a fast-paced environment.   About the Company: The Plymouth Rock Company and its affiliated group of companies write and manage over $2.0 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