Senior Digital Designer

Simply Business is a digital insurance brokerage that specializes in one thing: protecting the businesses our customers are working hard to build. We’re doing this by simplifying the insurance-buying process for all small businesses, blending together a combination of technology, data, and insurance knowledge. Our proprietary technology platform allows small business owners to easily search and compare quotes from over 20 top-rated insurance providers, customize their coverage, and purchase and access their policies - all online.
Founded in the UK in 2005, Simply Business is an insurtech pioneer with nearly 20 years of experience supporting small businesses. Simply Business is passionate about building an outstanding product for our customers - one that empowers their entrepreneurial spirits.
 More importantly, we’re doing it all while taking care of our people. We’ve consistently been named a best place to work, including most recently ranking in Built In’s 2025 Best Companies to Work for in the US (Top 100), and Best Places to Work in Boston.
We want team members who have the drive to challenge boundaries. If you’re smart and passionate about delivering brilliant customer experiences, we’d love to hear from you.
As a Senior Digital Designer at Simply Business, you will be a driving force in defining and executing our visual presence across all digital platforms. This is a hands-on role for a highly skilled and ambitious individual who thrives in a fast-paced, evolving environment. You will be instrumental in designing compelling digital experiences, with a particular focus on our website's visual appeal, user journey, and brand consistency. Your expertise in WordPress, combined with your exceptional problem-solving abilities and capacity to navigate ambiguity, will be critical to our continued growth and succeed.

Digital Design Execution & Strategy:

• Translate marketing and business objectives into effective and engaging digital design solutions, ensuring brand consistency and adherence to guidelines.
• Collaborate closely with marketing and product to conceptualize, design, and deliver impactful digital experiences from concept to launch.
• Continuously seek opportunities to innovate and enhance our visual identity in line with our OKRs by staying informed about industry trends, new technologies, and digital design best practices.

Visual Storytelling & Brand Consistency:

• Champion the visual brand identity of Simply Business, ensuring all digital touchpoints are cohesive, impactful, and resonate with our target audience.
• Develop and maintain visual design systems and guidelines, ensuring consistency across various digital assets and platforms.
• Infuse creativity and a keen eye for aesthetics into all designs, enhancing user engagement and conversion.

Design System Ownership & Development:

• Help with the definition, creation, and maintenance of our comprehensive design system, including UI components, patterns, guidelines, and documentation.
• Collaborate with our marketing department to ensure that the design is on brand and meets the strategic needs to deliver on our OKRs
• Collaborate with internal UX designers, engineers, product managers, external agencies and freelancers to ensure the design system effectively addresses user needs and technical constraints.
• Evangelize the adoption and consistent application of the design system across the FoH of the website.
• Continuously audit and evolve the design system based on user feedback, performance data, and evolving design trends.
• Strong competence in WordPress for website development, proactively identifying and resolving build challenges arising from resource constraints or platform limitations through intelligent problem-solving.

WordPress Expertise & Templating:

• Confidently operate within the WordPress environment, demonstrating strong ability in both the creation of new custom templates and the expert editing of existing ones.
• Apply design principles directly within WordPress, ensuring designs are visually appealing, responsive, and optimized for performance.
• Collaborate with the team to ensure seamless implementation of designs and templates, proactively identifying and resolving technical challenges.

Problem-Solving & Adaptability:

• Exhibit exceptional problem-solving skills, particularly when encountering technical constraints or resource limitations during digital build processes.
• Proactively identify design challenges and propose practical solutions that balance creative vision with feasibility.
• Thrive in an environment of ambiguity, comfortable with evolving requirements and capable of pivoting quickly while maintaining high s