Senior Internal Auditor

Plymouth Rock Assurance; Massachusetts; On-site; USD 85,000 - 114,000; Full time

Benefits offered by this job

4 weeks PTO

Free onsite gym

Tuition Reimbursement

Health insurance from Day 1

Wellness program

Insurance discounts

401(k) employer contribution

Parental leave

Licensure assistance

Pre-Tax commuter benefits

South Station location access

Job summary

Plymouth Rock Assurance is seeking a Senior Internal Auditor to lead risk-based audits across financial, operational, and technology-related processes. You will drive planning, testing, issue development, and reporting while building strong stakeholder relationships and maintaining independence.

The role offers opportunities to expand expertise in data analytics, cybersecurity, and emerging technologies such as AI and automation within the insurance sector.

Qualifications

• Bachelor's degree in accounting, finance, business, information systems, technology, or a related field.
• 3+ years of experience in internal audit, external audit, risk, controls, or public accounting.
• Experience independently leading risk-based audits through planning, testing, issue development, report writing, and issuance.
• Strong audit report-writing and communication skills, with the ability to clearly explain risks, root causes, business impact, and recommendations.
• Solid knowledge of internal audit practices, risk assessment, internal controls, and financial and operational risks.
• Working knowledge of technology risks and controls, including IT general controls. Specialized IT audit experience is not required.
• Strong analytical, critical-thinking, problem-solving, and decision-making skills.
• Ability to manage multiple priorities, work independently, and exercise sound judgment.
• Strong relationship-building skills and the ability to work effectively with business, financial, operational, and technology teams.
• Familiarity with data analytics, automation, or technology-enabled auditing is a plus.
• Professional certification such as CIA, CPA, CISA, or CFE is preferred but not required; candidates pursuing certification are encouraged to apply.
• P&C insurance or financial-services experience is a plus but not required.

Responsibilities

• Lead risk-based internal audits from planning and scoping through testing, reporting, and issuance.
• Evaluate business processes, risks, and controls and identify opportunities to improve effectiveness and efficiency.
• Develop clear, well-supported audit findings and practical recommendations for management.
• Communicate audit results confidently and build strong relationships while maintaining independence and objectivity.
• Manage audit projects, timelines, information requests, and stakeholder communications.
• Apply data analytics and technology-enabled audit techniques to identify trends, anomalies, and opportunities for greater audit efficiency.
• Incorporate technology considerations—including IT general controls, cybersecurity, access, change management, data, and third-party risks—into business and operational audits.
• Stay current on emerging risks and developments, including AI, automation, data privacy, cybersecurity, third-party risk, and insurance industry trends.
• Use approved AI-enabled tools responsibly to support research, risk assessment, data analysis, planning, and documentation, applying sound professional judgment and validating important conclusions.
• Collaborate with the broader Internal Audit team and provide knowledge-sharing and informal guidance to colleagues.
• Coordinate with external auditors and other assurance providers as appropriate.

Skills

Internal audit

Audit leadership

Data analytics

Communication skills

IT general controls

Cybersecurity awareness

Risk assessment

CIA/CPA/CISA/CFE

P&C insurance experience

Education

Bachelor's degree in accounting/finance

Information systems related field

Job description

We are looking for a Senior Internal Auditor to join our Internal Audit team and serve as a trusted advisor to the business. In this role, you'll independently lead risk-based audits across financial, operational, and technology-related processes—partnering with stakeholders to identify risks, strengthen controls, and deliver practical insights that help the organization succeed.

You will own audits from planning and risk assessment through testing, issue development, reporting, and follow-up. This is an opportunity to apply your audit expertise while expanding your experience with data analytics, technology risk, cybersecurity, and emerging areas such as artificial intelligence and automation.

What You'll Do

• Lead risk-based internal audits from planning and scoping through testing, reporting, and issuance.
• Evaluate business processes, risks, and controls and identify opportunities to improve effectiveness and efficiency.
• Develop clear, well-supported audit findings and practical recommendations for management.
• Communicate audit results confidently and build strong relationships while maintaining independence and objectivity.
• Manage audit projects, timelines, information requests, and stakeholder communications.
• Apply data analytics and technology-enabled audit techniques to identify trends, anomalies, and opportunities for greater audit efficiency.
• Incorporate technology considerations—including IT general controls, cybersecurity, access, change management, data, and third-party risks—into business and operational audits.
• Stay current on emerging risks and developments, including AI, automation, data privacy, cybersecurity, third-party risk, and insurance industry trends.
• Use approved AI-enabled tools responsibly to support research, risk assessment, data analysis, planning, and documentation, applying sound professional judgment and validating important conclusions.
• Collaborate with the broader Internal Audit team and provide knowledge-sharing and informal guidance to colleagues.
• Coordinate with external auditors and other assurance providers as appropriate.

What You'll Bring

• Bachelor's degree in accounting, finance, business, information systems, technology, or a related field.
• 3+ years of experience in internal audit, external audit, risk, controls, or public accounting.
• Experience independently leading risk-based audits through planning, testing, issue development, report writing, and issuance.
• Strong audit report-writing and communication skills, with the ability to clearly explain risks, root causes, business impact, and recommendations.
• Solid knowledge of internal audit practices, risk assessment, internal controls, and financial and operational risks.
• Working knowledge of technology risks and controls, including IT general controls. Specialized IT audit experience is not required.
• Strong analytical, critical-thinking, problem-solving, and decision-making skills.
• Ability to manage multiple priorities, work independently, and exercise sound judgment.
• Strong relationship-building skills and the ability to work effectively with business, financial, operational, and technology teams.
• Familiarity with data analytics, automation, or technology-enabled auditing is a plus.
• Professional certification such as CIA, CPA, CISA, or CFE is preferred but not required; candidates pursuing certification are encouraged to apply.
• P&C insurance or financial-services experience is a plus but not required.

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

The pay range for this position is $85,000- $113,500 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".