Senior Web Designer

You’ll work closely with brand, creative, and development partners to create thoughtful, human-centered solutions informed by research, data, and strong design craft. This role is ideal for a designer who enjoys owning their work, thinking holistically about the user experience, and getting into the details to deliver high-quality outcomes., Experience Design & Execution

• Translate user insights, data, and business goals into clear design direction, user flows, and interactive prototypes
• Design wireframes, journey maps, and high-fidelity UI that balance usability, visual polish, and brand consistency
• Own projects from concept through execution, ensuring thoughtful decision-making and attention to detail throughout
• Apply and evolve our design system to support consistency, scalability, and efficiency across digital experiences
• Explore emerging tools and technologies, including select AI-assisted platforms, to improve speed and creative exploration when appropriate

Research & Insight

• Plan, conduct, and synthesize qualitative and quantitative user research
• Turn research findings into actionable design decisions that improve usability, engagement, and conversion
• Advocate for accessibility, inclusivity, and evidence-based design across all digital experiences

Continuous Improvement & Collaboration

• Stay current on UX best practices, accessibility standards, and design tools
• Identify opportunities to improve workflows, collaboration, and the overall design process
• Participate in critiques, workshops, and cross-functional sprints to continuously improve design quality
• Partner with developers to ensure designs are feasible, accessible, and well implemented

• 5-7+ years of experience designing digital products across web and mobile platforms
• Advanced proficiency in Figma and strong working knowledge of Adobe Creative Suite (Photoshop, Illustrator; motion tools such as After Effects or similar are a plus)
• Experience working within established design systems
• Strong foundation in UX research, information architecture, interaction design, and visual hierarchy
• Working knowledge of front-end principles (HTML/CSS) and how design choices impact development and performance
• Familiarity with WCAG accessibility standards and inclusive design practices
• A portfolio of work that demonstrates end-to-end UX-UI design thinking, including problem definition, process, and final outcomes across digital experiences

Working Style & Impact

• Clear, confident communicator who can explain design decisions and tell a compelling story
• Collaborative, detail-oriented, and comfortable owning work from start to finish.
• Strong problem-solving skills and an ability to balance user needs with business requirements
• Organized and adaptable, with the ability to manage multiple priorities in a fast-paced environment
• Open to learning and experimenting with new tools and approaches, including AI-powered design tools, where they add value

Tuition reimbursement, Paid parental leave, Parental leave, 401(k), Health insurance, Paid time off, Vision insurance, Dental insurance, The pay range for this position is $87,000 to $114,000 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 and health center 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

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”.