Job Description

Plymouth Rock is seeking an innovative and strategically minded Digital Content Strategist to join our Marketing & Communications team. The ideal candidate brings a genuine passion for writing and content creation, a strong editorial sensibility, and a deep understanding of voice and tone. In this role, you will serve as a champion of our brand guidelines and the brand voice authority across three key audience lanes: Agents, Customers, and Sales Enablement. You will produce and oversee compelling, polished copy that supports our marketing objectives and reinforces our brand standards.

Rooted in a commitment to developing and protecting Plymouth Rock's brand voice, this position is primarily writing-focused (70% copywriting, 30% strategy) and is best suited for a seasoned copywriting professional who brings both executional excellence and strategic thinking to their work.

Responsibilities

Copywriting & Brand Voice

• Produce, edit, and serve as the final reviewer of copy across all three audience lanes: Agent, Customer, and Sales Enablement, ensuring all content meets established brand, tone, and quality standards prior to distribution

• Define and maintain brand voice guidelines for each audience lane, ensuring consistency and alignment across all communications

• Function as the team's copy authority, providing structured feedback and upholding editorial standards across channels and programs

Channels & Programs

• Develop SEO-optimized web copy in support of content and search strategy

• Write and maintain agent profile content

• Author press releases and support broader public relations initiatives

• Produce internal communications for field and cross-functional audiences

• Support program-specific content needs, including Sports Partnerships and Safe Driving initiatives

Strategy & Collaboration

• Develop and execute comprehensive content strategies that align with short- and long-term marketing objectives

• Collaborate with stakeholders to ensure message consistency and strategic alignment across all touchpoints and audience lanes

AI & Innovation

• Lead the adoption and integration of generative AI tools within the content and communications workflow, driving consistency, efficiency, and effectiveness across the team

• Establish best practices for AI-assisted content creation that maintain brand integrity and editorial standards

Qualifications

• 5–7 years of professional copywriting experience, preferably within insurance, financial services, or a similarly regulated industry

• Demonstrated ability to develop and adapt copy for multiple audiences and communication contexts

• Strong editorial judgment with a track record of elevating copy quality across teams

• Working knowledge of SEO best practices and experience writing for search

• Experience with PR writing, including press releases and external-facing communications

• Hands-on experience with generative AI tools and a proactive approach to leveraging technology in content workflows

• Ability to manage multiple priorities and collaborate effectively across functions

• A portfolio demonstrating range across marketing copy, long-form content, and communications

Salary Range:​

The pay range for this position is $90,000 to $115,000 annually. Actual compensation will vary based on multiple factors, including employee knowledge and experience, role scope, business needs, geographical location, and internal equity.​

Perks 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 Plymouth Rock Assurance

Plymouth Rock is a leading northeastern auto and home insurance provider with nearly 40 years of experience, over $2.8 billion in written and managed premium, and nearly 2,500 employees. The company insures more than one million drivers and homeowners across Connecticut, Massachusetts, New Hampshire, New Jersey, New York, and Pennsylvania, combining the local expertise of Independent Agents with the power of doing business online to give consumers the choice to do business the way they want.