Job Description

This position will have overall management responsibility for tax strategy and compliance. The Tax Manager will manage compliance with complex federal and state tax matters, overseeing all aspects for income taxation including accounting, research, planning and advising. The Tax Manager will lead the federal and state tax provision and tax return compliance processes, the federal tax planning process and the implementation of tax planning strategies, including making recommendations to executive management regarding tax saving opportunities and risk mitigation strategies.

Essential Functions & Responsibilities

• Development and execute income tax strategy, planning, and compliance initiatives.
• Ensure compliance with all applicable federal and state tax laws and regulations.
• Oversee federal and state tax return preparation and filing processes, including consolidated returns.
• Conduct tax research and provide guidance on complex tax matters.
• Identify tax-saving opportunities and recommend risk mitigation strategies to executive leadership.
• Partner with senior leadership on the implementation of strategic tax planning initiatives.
• Collaborate with internal legal counsel and external tax advisors on tax-related matters impacting operations and transactions.
• Proactively identify and communicate tax risks and opportunities across the organization.
• Support the broader tax team on compliance, reporting, and planning activities.
• Monitor and interpret changes in federal, state, and local tax regulations.
• Manage and positively influence the career and skill development of the Tax team

Qualifications & Education

• Bachelor’s degree in accounting, finance, or related field.
• Minimum of 8 years of experience in tax administration.
• Strong knowledge of U.S. corporate income tax law, including reporting and filing requirements.
• Experience with consolidated tax returns.
• Insurance industry experience (Life or Property & Casualty) strongly preferred.
• Proven leadership experience with the ability to influence cross-functional teams.
• Advanced analytical and problem-solving skills with the ability to translate data into actionable insights.
• Ability to manage complex financial issues and drive resolution.
• Advanced proficiency in Microsoft Excel.
• Strong results orientation with a track record of meeting deadlines.
• Ability to work effectively under pressure in a fast-paced environment.
• Excellent written and verbal communication skills, with the ability to present complex information clearly and concisely

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: $134,000 - $176,500 a yearActual 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”.

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