Job Location : Boston,MA, USA
Join to apply for the Senior Digital Designer role at Simply BusinessJoin to apply for the Senior Digital Designer role at Simply BusinessGet AI-powered advice on this job and more exclusive features.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 guidelinesCollaborate closely with marketing and product to conceptualize, design, and deliver impactful digital experiences from concept to launchContinuously 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 practicesVisual Storytelling & Brand Consistency:Champion the visual brand identity of Simply Business, ensuring all digital touchpoints are cohesive, impactful, and resonate with our target audienceDevelop and maintain visual design systems and guidelines, ensuring consistency across various digital assets and platformsInfuse creativity and a keen eye for aesthetics into all designs, enhancing user engagement and conversionDesign System Ownership & Development:Help with the definition, creation, and maintenance of our comprehensive design system, including UI components, patterns, guidelines, and documentationCollaborate with our marketing department to ensure that the design is on brand and meets the strategic needs to deliver on our OKRsCollaborate with internal UX designers, engineers, product managers, external agencies and freelancers to ensure the design system effectively addresses user needs and technical constraintsEvangelize the adoption and consistent application of the design system across the FoH of the websiteContinuously audit and evolve the design system based on user feedback, performance data, and evolving design trendsStrong competence in WordPress for website development, proactively identifying and resolving build challenges arising from resource constraints or platform limitations through intelligent problem-solvingWordPress 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 onesApply design principles directly within WordPress, ensuring designs are visually appealing, responsive, and optimized for performanceCollaborate with the team to ensure seamless implementation of designs and templates, proactively identifying and resolving technical challengesProblem-Solving & Adaptability:Exhibit exceptional problem-solving skills, particularly when encountering technical constraints or resource limitations during digital build processesProactively identify design challenges and propose practical solutions that balance creative vision with feasibilityThrive in an environment of ambiguity, comfortable with evolving requirements and capable of pivoting quickly while maintaining high standards of qualityProject Ownership & Collaboration:Efficiently manage multiple design projects simultaneously, prioritizing tasks and working effectively under tight deadlinesPresent design concepts and rationale clearly and persuasively to stakeholders at all levelsContribute to a collaborative team environment, providing constructive feedback when applicableQualifications:Bachelor's degree in Graphic Design, Digital Media, Web Design, or a related field7+ years of progressive experience as a Digital Designer, with a strong portfolio showcasing a diverse range of digital projects (websites, landing pages, campaigns, etc.)Deep understanding of design principles, typography, color theory, and visual hierarchyDemonstrable expert-level proficiency in WordPress or similar, including hands-on experience with theme/template creation, customization, and troubleshootingExperience with animation, motion graphics, or video editing for digital platformsMastery of industry-standard design software (e.g., Adobe Creative Suite: Photoshop, Illustrator, InDesign, Figma, Wordpress, Aftereffects)Solid understanding of UX/UI principles, responsive design, and web accessibility standardsProven ability to work effectively in a fast-paced, deadline-driven environmentExceptional problem-solving skills, with a track record of creatively overcoming design and technical challengesStrong communication and interpersonal skills, with the ability to articulate design concepts and collaborate effectively with cross-functional teamsA highly ambitious and proactive individual who embraces challenges and thrives in ambiguous situationsExcellent communication, collaboration, and presentation skillsPreferred Qualifications:Experience contributing to and maintaining a mature design systemFamiliarity with front-end development technologies (HTML, CSS, JavaScript) and their impact on designExperience with A/B testing and data-driven design decisionsExperience in the financial services or insurance industry, particularly with small business audiencesExperience with motion design or micro-interactionsHere are some of the great benefits and perks that come from being a Simply Business employee:Group plan for medical, dental, vision, and prescription drug coverageShort term disability, long term disability, and life insurance coverageParticipation in the Company's bonus program-Participation in 401(k) plan with a 5% employer matchCommuter benefits to help cut down on parking and public transit costs25 days of vacation time plus 10 sick days and 10 company holidaysA genuine investment in your learning and development-Regular team outings and volunteer opportunitiesAn awesome office spaceA hybrid working model, giving our employees great choice and flexibility to work in a way that's best for their particular job, their teams, and their livesSimply Business is an equal opportunity employer. We're committed to welcoming and helping employees grow within an inclusive & diverse culture. And that commitment starts with our interview process.Once you apply, your info will be reviewed by a team with a mix of levels and experiences. We pride ourselves on fostering a sense of community, which is only made stronger by each individual at SB, so you'll have the opportunity to meet a variety of people throughout the process. Get excited!Most of our first round interviews will take place over Zoom. In subsequent interviews, there may be an opportunity/expectation to meet team members in person.If it looks like you could be a good fit for the role, we'll ask you to interview on Zoom first regardless – you'll need WiFi and a laptop, or a 4G-enabled smartphone. If you don't have access to either of these, or you need support with your application, get in touch with us at [email protected] email us with any questions or if you want to pause your application for a bit – we'll be happy to keep you updated on future opportunities like the one above. Want more info on working at Simply Business? Check out our careers page: simplybusiness.com/careers/Seniority level Seniority level Not ApplicableEmployment type Employment type Full-timeJob function Job function Design, Art/Creative, and Information TechnologyIndustries InsuranceReferrals increase your chances of interviewing at Simply Business by 2xSign in to set job alerts for “Senior Digital Designer” roles. 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