Job Description

Plymouth Rock is seeking a Financial Systems & Process Analyst to support and enhance financial systems and help drive process improvements across the Finance organization. This role is a balanced blend of systems support (Workday Financials, Adaptive Planning) and process analysis, with a focus on automation, standardization, and operational efficiency.

RESPONSIBILITIES

Financial Systems

• Support daily system operations including data maintenance, validation reporting, issue tracking, and troubleshooting.
• Provide ongoing support, configuration, and enhancement of Workday Financials and Adaptive Planning.
• Partner with Finance and IT to gather requirements, identify gaps, and translate business needs into system solutions.
• Design and execute testing (Development, QA, UAT) and validate results against business requirements.
• Maintain data integrity and support integrations between Workday and other systems.
• Deliver user training and support to promote adoption of standard processes and best practices.

Process Improvement & Analysis

• Analyze processes to identify inefficiencies and recommend scalable, system-driven solutions.
• Document and maintain workflows, standard operating procedures, and best practices across the department.
• Standardize processes to improve consistency, accuracy, and efficiency.
• Develop training materials, job aids, and onboarding documentation.
• Partner with stakeholders to drive continuous improvement and challenge existing ways of working.
  
  

QUALIFICATIONS

• Bachelor’s degree required.
• Strong finance and accounting knowledge; P&C insurance experience a plus.
• Experience with ERP systems (Workday preferred; Oracle/SAP a plus).
• Experience with forecasting tools (Adaptive Planning preferred).
• Advanced Excel skills; SQL experience preferred.
• Strong analytical, problem-solving, and troubleshooting abilities.
• Excellent communication skills with ability to work across technical and non-technical teams.
• Strong organization and time management skills in a project-based environment.
• Experience with process documentation, system support, and continuous improvement initiatives.
• Curious, proactive mindset with a focus on efficiency and automation.
  
  

SALARY RANGE

The pay range for this position is $62,000 to $93,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.​

PERKS & BENEFITS

• 4 weeks accrued paid time off, 8 paid national holidays per year, and 2 floating holidays
• Low cost and excellent coverage health insurance options that start on Day 1 (medical, dental, vision)
• Annual 401(k) Employer Contribution
• Free onsite gym at our Woodbridge Location
• Resources to promote Professional Development (LinkedIn Learning and licensure assistance)
• Robust health and wellness program and fitness reimbursements
• Various Paid Family leave options including Paid Parental Leave
• Tuition Reimbursement

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”.

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